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

Should you visit Chicago or Pueblo?

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 Pueblo can help you decide which place is right for you.

Where Should I go: Chicago or Pueblo?

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.

Pueblo

Pueblo is a surprisingly large community in the state of Colorado that has a population of more than 100,000. Many travelers pass through this area if they're heading into the mountain area from the southeast. It's sits along Interstate Highway 25 and is only forty five miles from Colorado Springs. There's a regional airport in the area as well. In town there is a bus service run by the City Of Pueblo Transit. Rides cost $1.00, but it is highly recommended that you have your own vehicle when visiting town.

Which city is cheaper, Pueblo 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 Pueblo is $227. 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 Pueblo in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Chicago $152
    Pueblo $221
  • Accommodation Typical double-occupancy room
    Chicago $304
    Pueblo $442
Compare Hotels in Chicago and Pueblo

Looking for a hotel in Chicago or Pueblo? 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 Pueblo


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 Pueblo Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Chicago $29
    Pueblo -
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 Airport Transfer: O’Hare International Airport (ORD) to Chicago: $43
  • Private Airport Transfer: from Chicago to O’Hare International Airport (ORD): $43
  • Private Airport Transfer: Midway International Airport (MDW) to Chicago: $55
  • Private Airport Transfer: from Chicago to Midway International Airport (MDW): $55
  • Private Arrival Transfer from Chicago Midway Airport to Chicago City: $66
  • Private Departure Transfer from Chicago City to Midway International Airport: $66
  • Private Arrival Transfer from Chicago O'Hare Airport to Chicago City: $78
  • Private Departure Transfer from Chicago City to O'Hare International Airport: $78
  • Arrival Private Transfer Chicago O'Hare Airport ORD to Chicago by Sedan Car: $79
  • Departure Private Transfer Chicago City to O'Hare Airport ORD by Sedan Car: $79
  • Private Departure Transfer to Chicago Airports (ORD)(MDW): $80
  • Private Arrival Transfer from Chicago Airports (ORD) (MDW): $80

Is it cheaper to fly into Chicago or Pueblo?

Prices for flights to both Pueblo 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
    Pueblo $6.11
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.
    Chicago $34
    Pueblo -
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

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
    Pueblo -

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 comparing the travel costs between Chicago and Pueblo, we can see that Pueblo 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.

Budget Your Trip

Budget Your Trip has average travel costs for thousands of cities around the world, all provided by other travelers. You can also register to organize your spending by category and location with graphs, maps, charts, and tables.

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Chicago vs. Pueblo Travel Comparison

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