Which place is cheaper, Pueblo or Chicago?
These are the overall average travel costs for the two destinations.
Jump to 
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.
For some great organized tour ideas, see The Best Family-Friendly Tours to United States of America, The Best Wildlife Tours to United States of America, The Best Hiking & Trekking Tours in United States of America, and The Best Historical Tours in United States of America.
-
Average Daily Cost Per person, per dayChicago $288Pueblo $284
The average daily cost (per person) in Chicago is $288, while the average daily cost in Pueblo is $284. 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 Chicago and Pueblo in more detail.
Accommodation
-
Accommodation Hotel or hostel for one personChicago $198Pueblo $276
-
Accommodation Typical double-occupancy roomChicago $396Pueblo $552
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.
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 $37Pueblo -
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 Arrival Transfer from Chicago Airports ORD Or MDW: $50
- Private Transfer from Chicago City to Chicago Airport (ORD): $58
- Private Transfer from Chicago Airport (ORD) - Chicago City: $58
- Chicago to Chicago Airport (MDW) - Departure Private Transfer: $59
- Chicago to Chicago O'Hare Airport (ORD) - Departure Private Car Transfer: $64
- Chicago O'Hare Airport (ORD) to Chicago hotel/address - Arrival Private Transfer: $64
- Airport transfer between Chicago O'Hare and Milwaukee: $68
- Chicago O´Hare International Airport Private Round Trip Transfer: $69
- ORD Airport Private Transfer to/from Chicago: $81
- Private One-Way Airport Transfer From Chicago To O'Hare Airport: $87
- Private Arrival Transfer from Chicago Airports (ORD) (MDW): $90
- Private Departure Transfer to Chicago Airports (ORD)(MDW): $90
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 dayChicago $49Pueblo $7.64
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.
- Bucktown Pizza Crawl in Chicago: $53
- Chicago : Hands-on Cooking Classes With Local Chef: $55
- Downtown Chicago Walking Pizza Tour: $69
- Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise: $72
- Downtown Pizza Guided Walking Tour with Tastings: $73
- Chicago West Loop 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
- River North Walking Food Tour: $89
- Secret Food Tour: $90
- Chicago Half-Day Walking Food Tour with Free Bike or Kayak Rental: $99
Entertainment
-
Entertainment Entrance tickets, shows, etc.Chicago $47Pueblo -
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: A Self-Guided Audio Tour with Bill Ayers: $5.40
- Discovering Chicago with Walking In App Audio Tour: $6.00
- Haunted Sites Self-Guided Audio Walking Tour: $6.50
- Chicago's Dark Side Self-Guided Smartphone Walking Tour: $6.95
- Chicago River Self-Guided Walking Tour: $6.99
- Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour: $6.99
- Vice, Crime and Gangsters Self-Guided Audio Tour: $6.99
- Chicago Lincoln Square Quest Experience: $7.18
- Gangster Story Quest Experience in Chicago: $7.18
- Must-Sees & Hidden Gems In-App Audio Tour (ENG): $9.00
- App Chicago self-guided tours with multilingual audioguides: $9.80
- Scavenger Hunt Adventure Self-Guided City Game: $10
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 dayChicago $25Pueblo -
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: $18
- 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
- Milwaukee Harley-Davidson Museum & Brewery Day Tour: $113
When comparing the travel costs between Chicago and Pueblo, we can see that Chicago 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 Chicago Expensive? and Is Pueblo Expensive?.
Which is Bigger, Chicago or Pueblo?
Chicago has a larger population, and is about 30 times larger than the population of Pueblo. When comparing the sizes of Chicago and Pueblo, 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.
Budget Your Trip is all about finding out how much everything costs so that you can travel cheaper and longer. Created by avid travelers Laurie and Bryan, our goal is to help you plan your next trip on the right budget. With average daily travel costs that are calculated from the budgets of real travelers, plus an analysis of hotel and tour prices, you can find out how much money you need to plan your next adventure. We also have plenty of travel advice, accommodation reviews, and activity suggestions.