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

Should you visit Chicago or Colorado Springs?

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

Which city is more affordable and which is best for your travel style? If you're trying to figure out where to go next, comparing the travel costs between Chicago and Colorado Springs can help you decide which place is right for you.

Chicago

Chicago is a diverse, vibrant, and multicultural city. It's an amazing and huge city with tons of activities and things to do. It's a gorgeous place to visit. It's also known for shopping, museums, and theater.

Colorado Springs

Colorado Springs is a outdoorsy, healthy, and welcoming mountain town. It offers plenty of beauty for visitors. Other popular activities here include nightlife.

Chicago and Colorado Springs: Pros and Cons

Pros
  • Good nightlife
  • Family-friendly
  • Good for couples and romance
  • Good public transit
  • Very walkable
  • Big city activities
Pros
  • Family-friendly
  • Good for couples and romance
Cons
  • Less popular for nightlife
  • Public transit not as usable
  • Less walkable


How is Chicago different from Colorado Springs?

Which is Better for a Holiday?

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

Is Chicago or Colorado Springs Better for Nightlife?

Chicago
Colorado Springs

Chicago has the better options when it comes to nightlife.

Chicago is a destination that you simply have to visit at least once for nightlife. Popular bars and clubs include the Smart Bar, Beauty Bar, and Le Nocturne.

If you're looking for night time activities Colorado Springs has a few options to choose from. The town has a number of breweries and a great craft beer selection.


Is Chicago or Colorado Springs Better for Families?

Chicago
Colorado Springs

You'll find kid-friendly activities in either Chicago or Colorado Springs.

Chicago is known to be a very family-friendly place to visit. 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.

Colorado Springs is a very family-friendly destination. The town is conveniently located near many outdoor adventures that are family-friendly. Popular activities include Cheyenne Mountain Zoo, the Dinosaur Resource Center, and Cripple Creek and Victor Narrow Gauge Railroad.

Is Chicago or Colorado Springs Better for Couples?

Chicago
Colorado Springs

Both Chicago and Colorado Springs are good destinations to visit as a couple.

Chicago is a good city for couples to visit. Couples will enjoy exploring the city's vibrant theater scene and diverse neighborhoods.

Colorado Springs is a nice destination for couples. Couples who enjoy hiking and exploring nature together will love visiting this town and the areas nearby.

Is Chicago or Colorado Springs Better for Public Transit?

Chicago
Colorado Springs

Chicago provides more public transit options than Colorado Springs.

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 quite limited in Colorado Springs. While there are buses, many people come to the area to visit Pikes Peak or several of the other nearby parks, all of which require a car.

Is Chicago or Colorado Springs a more walkable city?

Chicago
Colorado Springs

Chicago is more walkable than Colorado Springs.

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

Colorado Springs is generally not a very walkable city. While the downtown area is walkable, you'll really want to have a car so you can explore the areas outside of town.


Should I spend more time in Colorado Springs or Chicago?

How long in Chicago or Colorado Springs?

Visitors can find plenty of fun things to do in both Chicago and Colorado Springs. With generally more activities and things to do, visitors tend to spend more time in Chicago than Colorado Springs.

The ideal length of time for a trip to Chicago is 3-5 days, and the ideal length of time for a trip to Colorado Springs is 2-3 days.


  • How many days in Chicago or Colorado Springs? Ideal Length of Stay
    Chicago 3-5 
    Colorado Springs 2-3

One day in Chicago or Colorado Springs?

People visit Chicago because there is so much to do. With so much to do, one day is probably not enough time to see everything. This city offers a variety of activities to choose from.

In Colorado Springs, you'll find nightlife. This mountain town offers something for everyone. One day is usually not enough time for a trip here as there is plenty to do.

A weekend in Chicago or Colorado Springs?

People visit Chicago because there is so much to do. The length of your ideal trip is an individual decision. But since there are so many activities, you'll likely want to spend more than a weekend exploring.

In Colorado Springs, you'll find nightlife. The length of your trip often depends on your style of travel. A weekend here is typical. A weekend is a great amount of time to relax and see the many things that Colorado Springs has to offer.

Five days in Chicago or Colorado Springs?

Chicago is a popular choice for travelers. Five days here is typical. It will give you the chance to have new experiences. This would be the perfect place to spend five days, as it has just the right amount of activities.

Colorado Springs is a great place to explore. 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.

A week in Chicago or Colorado Springs?

Chicago is a great place to explore. Take your pick from the many activities offered here. Most people find that one week is more than enough time to see everything.

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

Which city is cheaper, Colorado Springs or Chicago?

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

The average daily cost (per person) in Chicago is $221, while the average daily cost in Colorado Springs is $124. 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 Chicago and Colorado Springs in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Chicago $152
    Colorado Springs $65
  • Accommodation Typical double-occupancy room
    Chicago $304
    Colorado Springs $130
Compare Hotels in Chicago and Colorado Springs

Looking for a hotel in Chicago or Colorado Springs? 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 Chicago


Hotels in Colorado Springs


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: Chicago Hotel Prices and Colorado Springs Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Chicago $29
    Colorado Springs $31
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:

  • Arrival Private Transfer Chicago O'Hare Airport ORD to Chicago City by SUV: $96
  • Arrival Private Transfer Chicago O'Hare Airport ORD to Chicago by Sedan Car: $79
  • Arrival Private Transfer Chicago O'Hare Airport to Chicago City by Minibus: $333
  • Chicago Airport Private Arrival Transfer by SUV: $115
  • Chicago Airport Private Arrival Transfer by Sedan: $96
  • Chicago Airport Private Departure Transfer by SUV: $115
  • Chicago Airport Private Departure Transfer by Sedan: $96
  • Chicago Airport Transfer by Private Sedan: $170
  • Chicago Airport Transfer: Midway Airport MDW to O'Hare Airport ORD in Luxury SUV: $133
  • Chicago Airport Transfers : Chicago City to O'Hare Airport ORD by Luxury SUV: $119
  • Chicago Airport Transfers : Chicago City to O'Hare Airport ORD in Business Car: $100
  • Chicago Airport Transfers : Chicago City to O'Hare Airport ORD in Luxury Car: $123

Is it cheaper to fly into Chicago or Colorado Springs?

Prices for flights to both Colorado Springs and Chicago 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
    Chicago $37
    Colorado Springs $36
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

Typical Food prices in Colorado Springs

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


  • Cold Stone Ice Cream (family of 4)
    $22
  • Snacks at the Zoo (family of 4)
    $18

Food Tours and Cooking Classes in Colorado Springs

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

  • The Dinner Detective Murder Mystery Dinner Show - Colorado Springs: $77

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Chicago $34
    Colorado Springs $27
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:

  • A Storied Neighborhood: Dance the dialectic with Bill Ayers on an audio tour: $5.00
  • Discovering Vintage The Loop Walking Audio Tour by VoiceMap: $5.34
  • Riverwalk Self-Guided Walking Tour: $6.00
  • Millennium Park Self-Guided Walking Tour: $6.00
  • Chicago Riverwalk Self-Guided Walking Tour: $6.00
  • Skip the Line: American Writers Museum Admission Ticket: $14
  • Pilsen Walking Tour of Local Publicly Displayed Art: $15
  • Behind-the-Scenes Tour of Historic Chicago Theatre: $18
  • Chicago Scavenger Hunt Adventure: $21
  • Windy City Ghost Tour: $24
  • Street Art & Mural Tours By Native 312- Wabash Arts Corridor: $25
  • In the Streets: Milwaukee Ave Guided Bike Tour: $25

Tours and Activities in Colorado Springs

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

  • Broadmoor History Segway Tour: $69
  • Segway Tour of Cheyenne Cañon Art, History and Nature: $69
  • 2 Hour Segway Tour in Cheyenne Cañon and Broadmoor Area: $99
  • Lovell Gulch Hike with Experienced Guide: $99
  • Scenic Bike Tour Of Colorado Springs: $99
  • Jeep Tour - Foothills & Garden of the Gods: $107
  • Garden of the Gods Segway Tour through Juniper Loop: $118
  • Woods Course Zipline Tour in Seven Falls: $131
  • Fins Course Scenic Zipline Tour: $164
  • Old West High Country 4X4 Jeep Tour: $180
  • Old West High County 4x4 Tour: $187
  • Combo Course Zipline Tour: $232

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
    Chicago $20
    Colorado Springs $19

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 Chicago and Colorado Springs, we can see that Chicago is more expensive. And not only is Colorado Springs much less expensive, but it is actually a significantly cheaper destination. So, traveling to Colorado Springs would let you spend less money overall. Or, you could decide to spend more money in Colorado Springs 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 Colorado Springs.


When is the best time to visit Chicago or Colorado Springs?

Both destinations experience a temperate climate with four distinct seasons. And since both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Chicago or Colorado Springs in the Summer?

Both Colorado Springs and Chicago are popular destinations to visit in the summer with plenty of activities. The summer months attract visitors to Chicago because of the beaches, the city activities, the music scene, and the family-friendly experiences. Also, the family-friendly experiences are the main draw to Colorado Springs this time of year.

In the summer, Chicago is a little warmer than Colorado Springs. Typically, the summer temperatures in Chicago in July are around 77°F (25°C), and Colorado Springs is about 71°F (22°C).

It's quite rainy in Chicago. In July, Chicago usually receives more rain than Colorado Springs. Chicago gets 3.9 inches (100 mm) of rain, while Colorado Springs receives 2.9 inches (73 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Chicago 77°F (25°C) 
    Colorado Springs 71°F (22°C)

Should I visit Chicago or Colorado Springs in the Autumn?

Both Colorado Springs and Chicago during the autumn are popular places to visit. The city's sights and attractions, the shopping scene, the music scene, and the natural beauty of the area are the main draw to Chicago this time of year. Also, many travelers come to Colorado Springs for the natural beauty of the area.

In October, Chicago is generally much warmer than Colorado Springs. Temperatures in Chicago average around 56°F (14°C), and Colorado Springs stays around 48°F (9°C).

Chicago usually gets more rain in October than Colorado Springs. Chicago gets 2.2 inches (56 mm) of rain, while Colorado Springs receives 0.7 inches (17 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Chicago 56°F (14°C) 
    Colorado Springs 48°F (9°C)

Should I visit Chicago or Colorado Springs in the Winter?

The winter attracts plenty of travelers to both Chicago and Colorado Springs. Many travelers come to Chicago for the museums, the Christmas ambience, the shopping scene, the theater shows, and the cuisine. Also, many visitors come to Colorado Springs in the winter for the skiing.

Colorado Springs can get quite cold in the winter. Be prepared for some very cold days in Chicago. Chicago is cooler than Colorado Springs in the winter. The temperature in Chicago is usually 25°F (-4°C) in January, and Colorado Springs stays around 26°F (-3°C).

In January, Chicago usually receives more rain than Colorado Springs. Chicago gets 1.9 inches (47 mm) of rain, while Colorado Springs receives 0.3 inches (8 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Chicago 25°F (-4°C) 
    Colorado Springs 26°F (-3°C)

Should I visit Chicago or Colorado Springs in the Spring?

The spring brings many poeple to Chicago as well as Colorado Springs. Many visitors come to Chicago in the spring for the beaches, the activities around the city, and the natural beauty. Also, most visitors come to Colorado Springs for the natural beauty during these months.

In the spring, Chicago is much warmer than Colorado Springs. Typically, the spring temperatures in Chicago in April are around 52°F (11°C), and Colorado Springs is about 45°F (7°C).

Chicago receives a lot of rain in the spring. Chicago usually gets more rain in April than Colorado Springs. Chicago gets 4.3 inches (108 mm) of rain, while Colorado Springs receives 1.1 inches (27 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Chicago 52°F (11°C) 
    Colorado Springs 45°F (7°C)

Typical Weather for Colorado Springs and Chicago

Chicago Colorado Springs
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 25°F (-4°C) 1.9 inches (47 mm) 26°F (-3°C) 0.3 inches (8 mm)
Feb 29°F (-2°C) 1.4 inches (35 mm) 30°F (-1°C) 0.3 inches (8 mm)
Mar 41°F (5°C) 3.7 inches (93 mm) 35°F (2°C) 0.9 inches (23 mm)
Apr 52°F (11°C) 4.3 inches (108 mm) 45°F (7°C) 1.1 inches (27 mm)
May 63°F (17°C) 3 inches (75 mm) 54°F (12°C) 2.5 inches (63 mm)
Jun 73°F (23°C) 3.9 inches (100 mm) 64°F (18°C) 1.9 inches (47 mm)
Jul 77°F (25°C) 3.9 inches (100 mm) 71°F (22°C) 2.9 inches (73 mm)
Aug 76°F (24°C) 3.5 inches (90 mm) 68°F (20°C) 2.6 inches (67 mm)
Sep 68°F (20°C) 3.8 inches (96 mm) 60°F (15°C) 0.9 inches (24 mm)
Oct 56°F (14°C) 2.2 inches (56 mm) 48°F (9°C) 0.7 inches (17 mm)
Nov 44°F (7°C) 2.2 inches (56 mm) 36°F (2°C) 0.5 inches (13 mm)
Dec 31°F (-1°C) 2.8 inches (71 mm) 27°F (-3°C) 0.3 inches (8 mm)


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Chicago vs. Colorado Springs Travel Comparison

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