A Travel Price Comparison for United States of America Orlando vs. Chicago for Food, Nightlife, Families, and Couples

Should you visit Orlando or Chicago?

Which is cheaper to visit? Which is more expensive for vacation?

Should I visit Orlando or Chicago? This is a common question asked by many travelers. By figuring out which city has activities that align with your interests along with knowing which is more affordable, you'll understand where you can get more bang for your buck. So, let's dive into the details and the data, which all comes from actual travelers.

Orlando

Orlando is a active, family-friendly, and entertaining city. Other popular activities here include shopping, theater, and nightlife.

Chicago

Chicago is a cosmopolitan, diverse, and vibrant city. It's an amazing and huge city with tons of activities and things to do. It's a gorgeous place to visit. Other reasons to visit include museums, theater, and nightlife.

Orlando and Chicago: Pros and Cons

Pros
  • Nice resorts
  • Family-friendly
  • Good for couples and romance
  • Home to Disney World, Universal Studios, and the city's many amusement parks
Things to Consider
  • Less theater options
  • Less popular for nightlife
  • Less popular with backpackers
  • Less popular for students
  • Public transit not as usable
  • Less walkable
Pros
  • Popular museums and historical sights
  • Numerous theater shows
  • Active nightlife
  • Good music scene
  • Popular beach
  • Known for Christmas markets
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
  • Good for students
  • Good public transit
  • Very walkable
  • Big city activities
  • Home to the Willis Tower (previously the Sears Tower)


Is there more to do in Orlando or Chicago?

You'll generally find more things to do in Chicago than Orlando. Chicago is bigger than Orlando, and it also has more attractions and activities for travelers. Chicago is better known for its museums, theatre productions, food, nightlife, music, beaches, shopping, christmas markets, big city activities, and impressive beauty, while Orlando is more popular for its resorts. Orlando is more touristy than Chicago and is popular for being the home of Walt Disney World, Universal Orlando, and many other theme parks and family-friendly activities. Chicago is well known for its thriving sports scene, its iconic local cuisine, and its world class shopping at the Magnificent Mile. Also, Chicago is famous for The Willis Tower (previously the Sears Tower).

How is Orlando different from Chicago?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Chicago and Orlando. Then, you can decide for yourself which place is better for your next trip.

Are the Museums and Historical Sights Better in Orlando or Chicago?

Orlando
Chicago

Chicago is renowned for its historical sights. However, Orlando does not have museums and landmarks.

Travelers visit Chicago from around the world to see its many world-famous attractions. There are countless landmarks, museums, and iconic sights in the area. Some of the most famous are the Art Institute of Chicago, Adler Planetarium, and the Museum of Science and Industry. Notable landmarks include the famous Willis Tower - formerly the Sears Tower, Buckingham Fountain, and the iconic Cloud Gate (the bean).

Orlando does not have museums and landmarks.


Is Orlando or Chicago Better for Theater?

Orlando
Chicago

Chicago is renowned for theatre. Also, Orlando is not as popular, but is still a nice city for its theatre productions.

The theater and performance venues in Chicago draw crowds from around the world. Theater is big here with many of the major Broadway productions visiting the city. There is also an endless list of smaller, local theaters to choose from.

Orlando offers a number of shows and performances. The city has a number of local theaters that are fun to explore. As home to Disney World and Universal Studios, there are also a number of shows available that are affiliated with the parks.

Is the Food Better in Orlando or Chicago? Which Destination has the Best Restaurants?

Orlando
Chicago

Chicago is renowned for its local flavors and cuisine. Also, Orlando is not as popular, but is still a nice city for its local cuisine and restaurants.

For foodies, Chicago is an obvious choice, as it is one of the food capitals of the world. With everything from award-winning luxury restaurants to local dives, this city has something for everyone. It also has very distinct local flavors and dishes that create an identity and bring great pride to the locals. While you're in town you have to try the famous deep dish pizza, Chicago style hot dogs, and Italian beef.

Eating is part of the travel experience when you visit Orlando. There are a diversity of restaurants on the Disney grounds and nearby. You'll also find many restaurants at Universal CityWalk and Disney Springs. Food can be expensive, and the quality can vary dramatically. Many people enjoy going to dinner shows as well. Restaurants can be challenging also, as reservations must be made months in advance.

Is Orlando or Chicago Better for Nightlife?

Orlando
Chicago

Chicago is renowned for nightlife. Also, Orlando is not as popular, but is still a nice city for nightlife and partying.

Chicago is a destination that you simply have to visit at least once for nightlife. It has a wide range of activities at night, with everything from theater and comedy clubs to dance venues, sporting events, and local bars. It's easy to fill many evenings with whatever activity appeals to you. Popular bars and clubs include the Smart Bar, Beauty Bar, and Le Nocturne.

There's a variety of activities in the evening in Orlando. If you need a break from the kids, you'll find some of the best nightlife around Orlando at Disney Springs, Wall Street Plaza and Universal CityWalk.


Is Orlando or Chicago Better for Music?

Orlando
Chicago

Chicago is renowned for live music. However, Orlando is not a live music destination.

Chicago is known as a music capital around the world. The city is the birthplace of such interesting styles as modern gospel and the Chicago style blues.

Orlando is not a live music destination.

Is Orlando or Chicago Better for Resorts?

Orlando
Chicago

Orlando is renowned for its resorts. However, Chicago is not a resort destination.

If you're looking for a fantastic resort destination, Orlando is a perfect choice. Disney World is famous for its many iconic resorts. Some of the most popular are the Animal Kingdom Lodge, Port Orleans Resort, and the Grand Floridian Resort. There are also many resorts that aren't affiliated with the major theme parks. These tend to be more affordable, but transportation options to and from the park are limited. You'll also miss out on the perks that come with staying at a theme park resort.

Chicago is not a resort destination.

Is Orlando or Chicago Better for Beaches?

Orlando
Chicago

Chicago is a popular place for its beaches. However, Orlando is not a beach destination.

Chicago is a good option for a beach vacation. While you don't immediately think of beaches when you think of Chicago, there are some nice beaches by the lake. If the weather is nice, it's a great area to spend some time.

Orlando is not a beach destination.


Is the Shopping Better in Orlando or Chicago?

Orlando
Chicago

Chicago is renowned for shopping. Also, Orlando is not as popular, but is still a nice city for its shopping opportunities.

People travel from around the world to go shopping in Chicago. There are countless neighborhoods that are filled with boutiques, local vendors, and art galleries. The city has some of the country's best shopping opportunities, and the most notable area is the famous Michigan Avenue and the Magnificent Mile.

Orlando is a popular shopping destination with plenty of stores. Shopping is a dream for any Disney enthusiast. There are countless malls and shops, both on and off the Disney grounds, that sell all of the Disney paraphernalia. Disney Springs and Universal CityWalk are the most famous areas. During the evenings, these areas can be very crowded, but during the day they're less popular as most people are at the theme parks.

Is Orlando or Chicago Better for Christmas?

Orlando
Chicago

Orlando is renowned for its Christmas activities. Also, Chicago is still popular, but not quite as popular for its Christmas holiday experiences.

Orlando is a world class destination for shoppers. Christmas at Disney World is lots of fun. There are decorations and all kinds of seasonal activities around town.

Chicago is a very popular destination during Christmas. There's a number of seasonal celebrations, ice skating, and excellent shopping.

Is Orlando or Chicago Better for Christmas Markets?

Orlando
Chicago

Chicago is a popular place for visiting Christmas markets. However, Orlando does not offer Christmas markets.

Many visitors go to the Christmas markets in Chicago. Shopping is a highlight of a trip to the city, and the Christkindlmarkt is not to be missed.

Orlando does not offer Christmas markets.


Is Orlando or Chicago Better for Families?

Orlando
Chicago

Kids will enjoy a visit to either Orlando or Chicago.

As it has a large number of activities for kids, Orlando is a very family-friendly destination. Known as a theme park capital, here you'll find the iconic Disney World, as well as Universal Studios, SeaWorld and many more. While most people spend their vacation at the Disney or Universal resorts, there is also an endless supply of less mainstream parks and activities in the area.

Chicago is one of the most popular family destinations. The city has a large number of activities for kids, including zoos, Shedd Aquarium, impressive children's museums, and large and elaborate playgrounds in Millennium Park. It's easy to keep kids entertained in this very kid-focused city.

Is Orlando or Chicago Better for Couples?

Orlando
Chicago

With fun activities for couples, both Orlando and Chicago make for a notable place to visit.

Orlando is a nice destination for couples. While most people visit the area with family, there is a niche crowd that enjoys honeymooning or vacationing here as a couple. There are many beautiful restaurants and interesting activities that couples can enjoy together. This is the perfect trip for fun loving couples who don't take themselves to seriously.

Chicago makes for a fun place to visit for a couple. Couples will enjoy exploring the city's vibrant theater scene and diverse neighborhoods. There are many varied restaurants and entertainment options that make for a great date night. There are also sporting events, parks, and gardens where couples can explore.

Is Orlando or Chicago Better for Backpackers and Budget Travelers?

Orlando
Chicago

Chicago is a popular place for backpackers and budget travelers. However, Orlando is not a good destination for backpackers.

Plenty of budget travelers visit Chicago. The city doesn't have a huge backpacker vibe, but it does have a number of hostels that help keep costs in check.

Orlando is a challenging destination for budget travelers and backpackers due to the higher prices. It's not exactly a backpacker destination, but there are a surprising number of cheap motels that aren't affiliated with the major parks.


Is Orlando or Chicago Better for Students?

Orlando
Chicago

Chicago is renowned for its student-friendly activities. Also, Orlando is not as popular, but is still a nice city for students.

Many students frequent Chicago. The city has a large number of universities that bring in students from around the country and around the globe. It's a huge international city with economic ties and many opportunities connected to the universities.

Orlando is a good city to visit for students. Most people don't think about education when they think about Orlando, but there are actually a diversity of internships and opportunities for students to learn in a fun setting.

Is Orlando or Chicago Better for Public Transit? Which Is Easier to Get Around Without a Car?

Orlando
Chicago

Chicago is renowned for times when you don't have a car. However, Orlando is not a good destination for its public transit.

Chicago has a great public transit system. There's a subway (the "L"), a commuter well, as well as buses and countless taxis available.

Public transit is generally limited in Orlando. If you're staying at a Disney Property, there is excellent transportation around the complex, but otherwise, a car is essential.

Is Orlando or Chicago a more walkable city?

Orlando
Chicago

Chicago is great for its walkability. However, Orlando is not a good destination for its high level of walkability.

Chicago is very walkable. The city has many restaurants, sights, and hotels that are easily accessible on foot.

Orlando is not a walkable city. The city is sprawling, so unless you stay on the Disney grounds, it's best to rent a car.


For even more information, also check out Is Orlando Worth Visiting? and Is Chicago Worth Visiting?.

Should I spend more time in Chicago or Orlando?

How long in Orlando or Chicago?

In either Orlando or Chicago, you'll find plenty of activities to fill your time. Most visitors tend to spend more time in Chicago than Orlando because of the overall number of sights and activities. Usually, 7 days is a good amount of time for Orlando, and 3-5 days is enough time in Chicago.

Families should spend more time in Chicago than Orlando. Because of the many family-friendly attractions and fun things to do for kids in Chicago, it's a great place to visit with the whole family.

Couples should spend more time in Chicago than Orlando. You'll find plenty of romantic sights and fun activities in Chicago that are perfect for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Chicago than Orlando if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Chicago.


  • How many days in Orlando or Chicago? Ideal Length of Stay
    Orlando 7 
    Chicago 3-5

One day in Orlando or Chicago?

In Orlando, you'll find nightlife and food. Travelers enjoy the resorts in the area as well. This city offers something for everyone. One day is usually not enough time for a trip here as there is plenty to do.

Because Chicago is a large city, there are a variety of ways to spend your time. This city offers something for everyone. One day is usually not enough time for a trip here as there is plenty to do.

A weekend in Orlando or Chicago?

In Orlando, you'll find food and shopping. The length of your trip often depends on your style of travel. People often spend their time relaxing at one of the resorts. Since there is so much to do in the area, a weekend is probably not enough for all of it.

Because Chicago is a large city, there are a variety of ways to spend your time. The length of your trip often depends on your style of travel. Since there is so much to do in the area, a weekend is probably not enough for all of it.

Five days in Orlando or Chicago?

Orlando is a great place to explore. You can also relax and pamper yourself at one of the resorts. Five days is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. Anyone can find something fun to do here.

Chicago is a great place to explore. It is common to spend five days here. Five days is a great amount of time to relax and see the many things that Chicago has to offer. Anyone can find something fun to do here.


A week in Orlando or Chicago?

It's hard to know how much time to spend in Orlando. Many people enjoy the theater and nightlife when visiting Orlando. It's also a relaxing resort destination. One week may feel like too much time unless you plan to do a lot of relaxing.

It's hard to know how much time to spend in Chicago. Many people enjoy the theater and nightlife when visiting Chicago. One week may feel like too much time unless you plan to do a lot of relaxing.


For some great organized tour ideas, see The Best One Week (7-Day) Tours in United States of America, The Best 2-Week Tours in United States of America, The Best 3-Week Tours in United States of America, and The Best Bicycle Tours in United States of America.


Which place is cheaper, Chicago or Orlando?

These are the overall average travel costs for the two destinations.

The average daily cost (per person) in Orlando is $321, while the average daily cost in Chicago is $288. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for Orlando and Chicago in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Orlando $154
    Chicago $198
  • Accommodation Typical double-occupancy room
    Orlando $308
    Chicago $396
Compare Hotels in Orlando and Chicago

Looking for a hotel in Orlando or Chicago? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in Orlando


Hotels in Chicago


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Orlando Hotel Prices and Chicago Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Orlando $66
    Chicago $37
Typical Local Transportation Prices in Orlando

Some typical examples of transportation costs in Orlando are as follows:


  • Parking
    $14
  • Taxi Ride
    $45

Hired Cars and Shuttles in Orlando

Also for Orlando, here are a few examples of actual transportation services:

  • Airport to Port Canaveral Suv Transfer up to 6 pax: $187
  • Airport Transfer Service in Orlando Hotel to Airport (MCO): $96
  • Arrival Private Transfer: Orlando Airport MCO to Orlando in Business Car: $87
  • Arrival Private Transfer: Orlando Airport MCO to Orlando in Luxury SUV: $99
  • Lakeland / Winter Haven to Tampa Airport (TPA) - Departure Private Transfer: $54
  • MCO Airport Private Transfer to/from Kennedy Space Center: $212
  • One Way Luxury Transfer to the Cruise Dream: $245
  • One Way Private Transfer from MCO to Orlando Hotels : $31
  • Orlando Airport (MCO) to Canaveral Cruise Port - Arrival Transfer: $85
  • Orlando Airport (MCO) to Canaveral Cruise Port - Round-Trip Private Transfer: $170
  • Orlando Airport (MCO) to Miami accommodation - Arrival Private Transfer: $258
  • Orlando Airport (MCO) to Orlando - Arrival Private Transfer: $51

Typical Local Transportation Prices in Chicago

Here are some examples of typical transportation prices from actual travelers in Chicago:


  • Parking
    $19
  • Taxi Ride
    $10
  • Taxi from Airport
    $45

Hired Cars and Shuttles in Chicago

Some specific examples of transportation prices in Chicago:

  • Meet and Greet Private SUV Transfer from ORD to Downtown Chicago: $300
  • Meet and Greet Private SUV Transfer from MDW to Downtown Chicago: $300
  • RoundTrip transfer in private car from-to Chicago Airport (ORD)- Chicago City: $276
  • Chicago Private 4-Hour Sightseeing Transfer by Luxury SUV: $250
  • Meet and Greet Private Sedan Transfer from MDW to Downtown Chicago: $240
  • Private SUV Transfer from Chicago Downtown to O'Hare airport: $240
  • Private SUV Transfer from Chicago Downtown to Midway airport: $240
  • Meet and Greet Private Sedan Transfer from ORD to Downtown Chicago: $240
  • Departure Private Transfer: Chicago to O'Hare Airport ORD in Luxury Car: $236
  • Private Sedan Transfer from Chicago Downtown to Midway airport: $220
  • Private Sedan Transfer from Chicago Downtown to O'Hare airport: $220
  • Chicago Airport Transfer: Chicago to O'Hare Airport ORD in Luxury SUV: $205

Is it cheaper to fly into Orlando or Chicago?

Prices for flights to both Chicago and Orlando change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    Orlando $65
    Chicago $49
Typical Food Prices in Orlando

Here are some examples of typical meal expenses from previous travelers to Orlando:


  • Lunch for Two at Epcot
    $29

Food Tours and Cooking Classes in Orlando

For Orlando, here are some samples of tours and activities related to meals and dining experiences:

  • The Outta Control Magic Comedy Dinner Show: $38
  • Downtown Orlando Art and Food Tour: $44
  • Tastes of the World Food Tour in Winter Haven : $50
  • Dinner at the Hard Rock Cafe with Live Music: $58
  • Downtown Murder Mystery Walking Dinner Tour: $66
  • Mango's LIVE!: Dinner and Show in Orlando: $72
  • Polynesian Fire Luau with Dinner and Live Show: $75
  • Teatro Martini Dinner Show in Orlando: $79

Typical Food Prices in Chicago

Below are a few samples from actual travelers for food and meal costs in Chicago:


  • Dinner for 1
    $24
  • Dinner for 3
    $118

Food Tours and Cooking Classes in Chicago

Also, here are some specific examples of food and dining related activities in Chicago.

  • Traveling Spoon Chicago-Style Deep Dish Pizza Private Online Cooking Class : $40
  • Chicago : Hands-on Cooking Classes With Local Chef: $55
  • Chicago Small Group Food Tour: $69
  • Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise: $72
  • Downtown Pizza Guided Walking Tour with Tastings: $73
  • Chicago Deep Dish Pizza Self-Guided Tour: $75
  • Chicago West Loop Pizza Crawl: $79
  • Chicago Bucktown-Wicker Park Pizza Crawl: $79
  • Downtown Family Food Tour by Bike with Sightseeing: $80
  • Nitti's Supper Club Dinner and Show: $80
  • Lake Michigan Buffet Brunch, Lunch or Dinner Cruise: $86
  • Secret Food Tour: $88

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Orlando $204
    Chicago $47
Typical Entertainment Prices in Orlando

For Orlando, here are some examples of average entertainment and activity prices from previous travelers:


  • Universal Studios for Two
    $110

Tours and Activities in Orlando

Also, here are some specific examples of entertainment, tickets, and activities for Orlando.

  • Scavenger Hunt Adventure City Game on Your Phone: $10
  • Discover Orlando's Past: A Self-Guided Audio Tour: $11
  • 7-D Dark Ride Entry Ticket: $12
  • Orlando Icon Park Adventure Room Ticket: $12
  • Orlando, FL: Murder Mystery Detective Experience: $15
  • Orlando City Pride- National Women's Soccer League Tickets: $17
  • Pirate's Cove Adventure Golf Entry Ticket: $18
  • Lonely Dog Immersive Art Storytelling Experience: $20
  • Experience Zero Latency Virtual Reality in Max Action Arena: $20
  • West Orange Trail 10 Mile Private Bike Tour & Scavenger Hunt: $20
  • Chocolate Kingdom Factory Adventure Tour: $22
  • Factory Adventure Tour in Chocolate Kingdom: $22

Typical Entertainment Prices in Chicago

Here are a few typical costs in Chicago for activities, ticket prices, and tours that come from previous visitors:


  • Sears Tower (family of 4)
    $102
  • Aquarium for 4
    $118
  • Water Taxi (family of 4)
    $22
  • IMAX Movie for Two
    $35
  • Shakespeare Play (2)
    $116
  • Art Institute (2)
    $36
  • U-Boat Tour (2)
    $8.00

Tours and Activities in Chicago

Here are a few actual costs in Chicago for available activities, ticket prices, and tours:

  • Chicagoland Sightseeing in Style Luxury Private Sedan: $190
  • Field Museum of Natural History Early Access Ticket : $73
  • Windy City Ghosts: Hauntings of Chicago Walking Tour: $28
  • 2 Hour Chicago Pier Fireworks & Evening Segway Tour: $78
  • 2 Hour Private Chicago Soul House Tour: $65
  • 2-Hour Chicago Fireworks Segway Tour: $68
  • 2-Hour Chicago Lakefront and Museum Campus Segway Tour: $75
  • 2-Hour Guided Segway Tour of Chicago: $65
  • 2-Hour Haunted Segway Tour of Chicago: $78
  • 3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops: $135
  • Adults Party Art Experience: $66
  • Amazing Lakefront Segway Tour of Chicago: $79

For more ideas for your next trip, check out The Best Free Things to Do in Chicago, Chicago Bucket List: The Best Places to See, and The Best Museums in Chicago.


Alcohol
  • Alcohol Drinks for one day
    Orlando $30
    Chicago $25

Sample the Local Flavors in Orlando

Some specific costs for nightlife related activities in Orlando:

  • Orlando Virtual Bar Crawl & Scavenger Hunt: $12
  • Orlando Haunts Boos and Booze Haunted Pub Crawl: $35
  • Sanford’s Haunted Brewery Tour: $43
  • Pontoon Pub Crawl, 5 Lakeside Pubs and Restaurants Visit by Boat: $90
  • Happy Hour Downtown Pub Crawl: $170

Sample the Local Flavors in Chicago

Here are a few nightlife and alcohol tours and activities from local tour providers in Chicago:

  • Chicago Walking Brewery Tour in Malt Row: $15
  • Malt Row Walking Brewery Tour: $30
  • Walking tour to Chicago dive bars: $41
  • Chicago Craft Brewery Barrel Bus Tour: $100
  • Craft Brewery Tour by Barrel Bus: $100


When comparing the travel costs between Orlando and Chicago, we can see that Orlando is more expensive. However, the two cities are actually relatively comparable in price, as the difference is somewhat minimal. Generally, this means that you could travel with generally the same travel style and level of luxury in each place. Since both cities are in North America, it's no surprise that their costs are relatively close, as many destinations here have somewhat similar travel prices overall.

If you're trying to decide if either of these two destinations are within your price range, also see Is Orlando Expensive? and Is Chicago Expensive?.


Which is Bigger, Orlando or Chicago?

Chicago has a larger population, and is about 10 times larger than the population of Orlando. When comparing the sizes of Orlando and Chicago, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.


When is the best time to visit Orlando or Chicago?

Both places have a temperate climate with four distinct seasons. As both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Orlando or Chicago in the Summer?

The summer brings many poeple to Orlando as well as Chicago. The family-friendly experiences are the main draw to Orlando this time of year. Also, many travelers come to Chicago for the beaches, the city activities, the music scene, and the family-friendly experiences.

In July, Orlando is generally a little warmer than Chicago. Daily temperatures in Orlando average around 82°F (28°C), and Chicago fluctuates around 77°F (25°C).

It's quite rainy in Chicago. Orlando receives a lot of rain in the summer. Orlando usually gets more rain in July than Chicago. Orlando gets 8.3 inches (211 mm) of rain, while Chicago receives 3.9 inches (100 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Orlando 82°F (28°C) 
    Chicago 77°F (25°C)

Should I visit Orlando or Chicago in the Autumn?

Both Chicago and Orlando are popular destinations to visit in the autumn with plenty of activities. Many travelers come to Orlando for the shopping scene. Also, many visitors come to Chicago in the autumn for the city's sights and attractions, the shopping scene, the music scene, and the natural beauty of the area.

Orlando is much warmer than Chicago in the autumn. The daily temperature in Orlando averages around 75°F (24°C) in October, and Chicago fluctuates around 56°F (14°C).

It's quite rainy in Orlando. In October, Orlando usually receives more rain than Chicago. Orlando gets 4.1 inches (103 mm) of rain, while Chicago receives 2.2 inches (56 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Orlando 75°F (24°C) 
    Chicago 56°F (14°C)

Should I visit Orlando or Chicago in the Winter?

Both Chicago and Orlando during the winter are popular places to visit. Many visitors come to Orlando in the winter for the Christmas ambience, the shopping scene, the theater shows, and the cuisine. Furthermore, most visitors come to Chicago for the museums, the Christmas ambience, the shopping scene, the theater shows, and the cuisine during these months.

Chicago can be very cold during winter. In the winter, Orlando is much warmer than Chicago. Typically, the winter temperatures in Orlando in January average around 59°F (15°C), and Chicago averages at about 25°F (-4°C).

Orlando usually gets more rain in January than Chicago. Orlando gets 2.3 inches (58 mm) of rain, while Chicago receives 1.9 inches (47 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Orlando 59°F (15°C) 
    Chicago 25°F (-4°C)

Should I visit Orlando or Chicago in the Spring?

The spring attracts plenty of travelers to both Orlando and Chicago. Furthermore, the spring months attract visitors to Chicago because of the beaches, the activities around the city, and the natural beauty.

In April, Orlando is generally much warmer than Chicago. Daily temperatures in Orlando average around 72°F (22°C), and Chicago fluctuates around 52°F (11°C).

Chicago receives a lot of rain in the spring. In April, Orlando usually receives less rain than Chicago. Orlando gets 2.7 inches (69 mm) of rain, while Chicago receives 4.3 inches (108 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Orlando 72°F (22°C) 
    Chicago 52°F (11°C)

Typical Weather for Chicago and Orlando

Orlando Chicago
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 59°F (15°C) 2.3 inches (58 mm) 25°F (-4°C) 1.9 inches (47 mm)
Feb 62°F (16°C) 3 inches (75 mm) 29°F (-2°C) 1.4 inches (35 mm)
Mar 67°F (19°C) 3.5 inches (88 mm) 41°F (5°C) 3.7 inches (93 mm)
Apr 72°F (22°C) 2.7 inches (69 mm) 52°F (11°C) 4.3 inches (108 mm)
May 77°F (25°C) 3 inches (75 mm) 63°F (17°C) 3 inches (75 mm)
Jun 81°F (27°C) 7.1 inches (181 mm) 73°F (23°C) 3.9 inches (100 mm)
Jul 82°F (28°C) 8.3 inches (211 mm) 77°F (25°C) 3.9 inches (100 mm)
Aug 82°F (28°C) 6.7 inches (171 mm) 76°F (24°C) 3.5 inches (90 mm)
Sep 81°F (27°C) 7.2 inches (183 mm) 68°F (20°C) 3.8 inches (96 mm)
Oct 75°F (24°C) 4.1 inches (103 mm) 56°F (14°C) 2.2 inches (56 mm)
Nov 68°F (20°C) 1.6 inches (40 mm) 44°F (7°C) 2.2 inches (56 mm)
Dec 62°F (17°C) 1.9 inches (48 mm) 31°F (-1°C) 2.8 inches (71 mm)