A Travel Price Comparison for United States of America Tallahassee vs. Chicago for Vacations, Tours, and Honeymoons

Should you visit Tallahassee or Chicago?

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

Trying to figure out where to travel next? This travel comparison between Tallahassee and Chicago can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Where Should I go: Tallahassee or Chicago?

Tallahassee

As the skyscrapers glow against the rose-tinged sunset, you find yourself astounded by the tropical metropolitan area of Tallahassee, Florida. Known as the capital city of the state, Tallahassee is the hub of Floridian politics and history, holding Florida State Capitol, Supreme Court of Florida, Florida Governor's Mansion, and nearly 30 state agency headquarters within its borders. To add to its importance, in 2015, Tallahassee was given the All-American City Award by the National Civic League for a second time. Despite all the city's historical and political accomplishments, Tallahasse is also known to attract a wide array of tourists looking to explore the beauty of Florida. From wild refuges to busy shopping districts to Florida State University, Tallahassee is a great place to be in Florida.

Chicago

Located in the Midwest, Chicago is the third largest city in the United States. It has a population of almost 3 million and a metropolitan area that covers more than 10,000 square kilometers. It is also a hub for music, comedy and theater. It's skyline is beautiful with modern skyscrapers and Lake Michigan as a backdrop. It is easy to stay entertained in Chicago for weeks. There are world class museums, upscale or eclectic shopping opportunities, and impressive architecture.

Which city is cheaper, Chicago or Tallahassee?

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

The average daily cost (per person) in Tallahassee is $125, while the average daily cost in Chicago is $221. 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 city. What follows is a categorical breakdown of travel costs for Tallahassee and Chicago in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Tallahassee $71
    Chicago $152
  • Accommodation Typical double-occupancy room
    Tallahassee $142
    Chicago $304
Compare Hotels in Tallahassee and Chicago

Looking for a hotel in Tallahassee 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 Tallahassee


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: Tallahassee Hotel Prices and Chicago Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Tallahassee $26
    Chicago $29

Hired Cars and Shuttles in Tallahassee

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

  • Private Tallahassee Transfer: Airport to Hotel: $116
  • Private Tallahassee Transfer: Hotel to Airport: $116

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:

  • Private Sedan Transfer between ORD and Indianapolis IN: $587
  • Private SUV Transfer Between O'Hare airport & Downtown Madison WI: $427
  • Private Sedan Transfer Between O'Hare airport & Downtown Madison WI: $426
  • Departure Private Transfer Chicago to O'Hare Airport ORD in a Minibus: $333
  • Arrival Private Transfer Chicago O'Hare Airport to Chicago City by Minibus: $333
  • Private SUV Transfer Between O'Hare airport & Downtown Milwaukee WI: $298
  • Transfer to Chicago Premium Outlets: $288
  • Private Sedan Transfer Between O'Hare airport & Downtown Milwaukee WI: $266
  • Chicago O'Hare Private Ground Airport/Hotel Transfer - Round-Trip: $256
  • Chicago Midway Airport/Hotel Round Trip Private Ground Transfer: $256
  • Chicago Midway Airport (MDW) to Chicago City - Round-Trip Private Transfer: $184
  • Chicago Airport Transfer by Private Sedan: $170

Is it cheaper to fly into Tallahassee or Chicago?

Prices for flights to both Chicago and Tallahassee 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
    Tallahassee $38
    Chicago $37

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: $27
  • Learn to Make Chicago Deep-Dish Pizza with a Local: $49
  • Lonely Planet Experiences: River North Historical Food Tour: $61
  • Private Fusion Cooking Class in Downtown Chicago: $64
  • Best in Chow: Chicago River North Food Tour: $64
  • Signature Food Tour at Chicago's Navy Pier: $64
  • Skip the Line: Tommy Gun's Garage Dinner and Show Ticket: $67
  • Small-Group Chicago Food Tour: Gold Coast and Old Town: $75
  • Best of Chicago Tour Including a Deep-Dish Pizza: $75
  • River North Walking Food Tour: $75
  • Chicago's Wicker Park Food Tour: $75
  • Private Indian-Mexican Fusion Cooking Class with a Modern Cook: $78

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Tallahassee $9.71
    Chicago $34

Tours and Activities in Tallahassee

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

  • The Best of Tallahassee Walking Tour: $498
  • Guided tour "Love Stories of Tallahassee": $498

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:

  • 2 Hours Chicago Sightseeing Tour - Luxury Private Stretch Limo / 8 Passengers: $250
  • 2-Hour Chicago City Lights and Skyline Segway Tour: $76
  • 2-Hour Chicago Fireworks Segway Tour: $76
  • 2-Hour Chicago Lakefront and Museum Campus Segway Tour: $73
  • 2-Hour Haunted Segway Tour of Chicago: $76
  • 2-Hour History of Chicago Architecture and Art Segway Tour: $75
  • 3 Hours Chicago Sightseeing Tour - Luxury Private SUV, ALL Inclusive: $392
  • 4 Hours Chicago Sightseeing Tour - Luxury Private SUV, ALL Inclusive: $220
  • 4 Hours Chicago Sightseeing Tour - Luxury Private Sedan: $215
  • 4 Hours Chicago Sightseeing Tour - Luxury Private Stretch Limousine/8 passengers: $728
  • A Most Magnificent Mile Shopping and Sightseeing Tour: $40
  • A Storied Neighborhood: Dance the dialectic with Bill Ayers on an audio tour: $5.00

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
    Tallahassee $42
    Chicago $20

Sample the Local Flavors in Chicago

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

  • Haunted Chicago Ghost and Pub Walking Tour: $25
  • Walking tour to Chicago dive bars: $41
  • Chicago Barrel Bus Craft Distillery Tour: $90
  • Chicago Craft Brewery Barrel Bus Tour: $90
  • Ultimate Girl's Night Out in Sparkling Wine, Photo Shoot, Burlesque: $900


When we compare the travel costs of actual travelers between Tallahassee and Chicago, we can see that Chicago is more expensive. And not only is Tallahassee much less expensive, but it is actually a significantly cheaper destination. So, traveling to Tallahassee would let you spend less money overall. Or, you could decide to spend more money in Tallahassee and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in Chicago would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Chicago than you might in Tallahassee.


When is the best time to visit Tallahassee 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 Tallahassee or Chicago in the Summer?

The summer brings many poeple to Tallahassee as well as Chicago. Also, most visitors come to Chicago for the beaches, the city activities, the music scene, and the family-friendly experiences during these months.

Tallahassee is around the same temperature as Chicago in the summer. The temperature in Tallahassee is usually 82°F (28°C) in July, and Chicago stays around 77°F (25°C).

The sun comes out a lot this time of the year in Chicago. People are often attracted to the plentiful sunshine in Tallahassee this time of the year. In the summer, Tallahassee often gets less sunshine than Chicago. Tallahassee gets 283 hours of sunny skies this time of year, while Chicago receives 326 hours of full sun.

It's quite rainy in Chicago. Tallahassee receives a lot of rain in the summer. Tallahassee usually gets more rain in July than Chicago. Tallahassee gets 8.9 inches (227 mm) of rain, while Chicago receives 3.9 inches (100 mm) of rain this time of the year.


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

Should I visit Tallahassee or Chicago in the Autumn?

Both Chicago and Tallahassee are popular destinations to visit in the autumn with plenty of activities. Also, the autumn months attract visitors to Chicago because of the city's sights and attractions, the shopping scene, the music scene, and the natural beauty of the area.

In the autumn, Tallahassee is a little warmer than Chicago. Typically, the autumn temperatures in Tallahassee in October are around 69°F (20°C), and Chicago is about 56°F (14°C).

The sun comes out a lot this time of the year in Tallahassee. Tallahassee usually receives more sunshine than Chicago during autumn. Tallahassee gets 256 hours of sunny skies, while Chicago receives 195 hours of full sun in the autumn.

In October, Tallahassee usually receives more rain than Chicago. Tallahassee gets 2.9 inches (74 mm) of rain, while Chicago receives 2.2 inches (56 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Tallahassee 69°F (20°C) 
    Chicago 56°F (14°C)

Should I visit Tallahassee or Chicago in the Winter?

Both Chicago and Tallahassee during the winter are popular places to visit. Furthermore, the museums, the Christmas ambience, the shopping scene, the theater shows, and the cuisine are the main draw to Chicago this time of year.

It's quite cold in Chicago in the winter. In January, Tallahassee is generally much warmer than Chicago. Temperatures in Tallahassee average around 51°F (11°C), and Chicago stays around 25°F (-4°C).

In the winter, Tallahassee often gets more sunshine than Chicago. Tallahassee gets 185 hours of sunny skies this time of year, while Chicago receives 134 hours of full sun.

Tallahassee usually gets more rain in January than Chicago. Tallahassee gets 3.7 inches (95 mm) of rain, while Chicago receives 1.9 inches (47 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Tallahassee 51°F (11°C) 
    Chicago 25°F (-4°C)

Should I visit Tallahassee or Chicago in the Spring?

The spring attracts plenty of travelers to both Tallahassee and Chicago. Furthermore, many travelers come to Chicago for the beaches, the activities around the city, and the natural beauty.

Tallahassee is much warmer than Chicago in the spring. The temperature in Tallahassee is usually 67°F (19°C) in April, and Chicago stays around 52°F (11°C).

People are often attracted to the plentiful sunshine in Chicago this time of the year. In Tallahassee, it's very sunny this time of the year. Tallahassee usually receives more sunshine than Chicago during spring. Tallahassee gets 295 hours of sunny skies, while Chicago receives 218 hours of full sun in the spring.

Chicago receives a lot of rain in the spring. Tallahassee gets a good bit of rain this time of year. In April, Tallahassee usually receives around the same amount of rain as Chicago. Tallahassee gets 4.1 inches (103 mm) of rain, while Chicago receives 4.3 inches (108 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Tallahassee 67°F (19°C) 
    Chicago 52°F (11°C)

Typical Weather for Chicago and Tallahassee

Tallahassee Chicago
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 51°F (11°C) 3.7 inches (95 mm) 25°F (-4°C) 1.9 inches (47 mm)
Feb 54°F (12°C) 4.8 inches (121 mm) 29°F (-2°C) 1.4 inches (35 mm)
Mar 60°F (16°C) 5.9 inches (151 mm) 41°F (5°C) 3.7 inches (93 mm)
Apr 67°F (19°C) 4.1 inches (103 mm) 52°F (11°C) 4.3 inches (108 mm)
May 74°F (23°C) 4.1 inches (103 mm) 63°F (17°C) 3 inches (75 mm)
Jun 80°F (27°C) 6.6 inches (168 mm) 73°F (23°C) 3.9 inches (100 mm)
Jul 82°F (28°C) 8.9 inches (227 mm) 77°F (25°C) 3.9 inches (100 mm)
Aug 82°F (28°C) 6.9 inches (175 mm) 76°F (24°C) 3.5 inches (90 mm)
Sep 78°F (26°C) 6.7 inches (169 mm) 68°F (20°C) 3.8 inches (96 mm)
Oct 69°F (20°C) 2.9 inches (74 mm) 56°F (14°C) 2.2 inches (56 mm)
Nov 60°F (16°C) 2.8 inches (71 mm) 44°F (7°C) 2.2 inches (56 mm)
Dec 54°F (12°C) 4.2 inches (107 mm) 31°F (-1°C) 2.8 inches (71 mm)


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Tallahassee vs. Chicago Travel Comparison

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