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

Should you visit Chicago or Pittsburgh?

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

Where Should I go: Chicago or Pittsburgh?

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.

Pittsburgh

Pittsburgh is a city in western Pennsylvania at the junction of 3 rivers. Set between the Monongahela and Allegheny Rivers, and a mountain ridge called Mt Washington, Pittsburgh has a unique character that is evident from the moment you arrive. Juxtaposed with the rumbling freight trains and the iconic bridges are the Bladerunner-esque self-driving Uber vehicles, scanning the roads with spinning Lidar scanners. Its Gilded Age sites, including the Carnegie Museum of Natural History, the Carnegie Museum of Art, and the Phipps Conservatory and Botanical Gardens, speak to its history as an early-20th-century industrial capital. In the North Shore neighborhood are the modern Andy Warhol Museum, Heinz Field football stadium, and PNC Park baseball stadium. Experiencing periods of boom and bust since its founding, the city is in a boom now, and it's a fun place to visit, with top-notch museums, great gardens and parks, and amazing food.

Which city is cheaper, Pittsburgh 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 Pittsburgh is $145. 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 Pittsburgh in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Chicago $152
    Pittsburgh $85
  • Accommodation Typical double-occupancy room
    Chicago $304
    Pittsburgh $170
Compare Hotels in Chicago and Pittsburgh

Looking for a hotel in Chicago or Pittsburgh? 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 Pittsburgh


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.


Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Chicago $29
    Pittsburgh $18
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

Hired Cars and Shuttles in Pittsburgh

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

  • Pittsburgh Airport (PIT) to Pittsburgh City - Round-Trip Private Transfer: $187
  • Pittsburgh Airport (PIT) to Pittsburgh hotel/address - Arrival Private Transfer: $93
  • Pittsburgh City to Pittsburgh Airport (PIT) - Departure Private Transfer: $93
  • Pittsburgh Departure Private Transfer to Airport: $69
  • Pittsburgh International Airport One Way Transfer: $80

Is it cheaper to fly into Chicago or Pittsburgh?

Prices for flights to both Pittsburgh 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
    Pittsburgh $43
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
    Pittsburgh $30
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

Tours and Activities in Pittsburgh

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

  • Entrance Ticket to AT BLAQK House Collections: $5.60
  • Pittsburgh to Logstown: Discover the area's settler history on an audio tour: $5.99
  • Pittsburgh Scavenger Hunt Experience: $11
  • 2-Hr Pittsburgh Walking Tour: $15
  • Black & Ghost Tour: $30
  • Bike the Burgh Tour: $49
  • Essential Pittsburgh Experience - The One Tour to Take: $75
  • Sip of Pittsburgh Brew Tour: $90
  • Pittsburgh Private Tours: $94

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
    Pittsburgh $26

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

Sample the Local Flavors in Pittsburgh

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

  • Wacky Pittsburgh Bar Crawl: By Let’s Roam: $12
  • Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl: $13


When we compare the travel costs of actual travelers between Chicago and Pittsburgh, we can see that Chicago is more expensive. And not only is Pittsburgh much less expensive, but it is actually a significantly cheaper destination. So, traveling to Pittsburgh would let you spend less money overall. Or, you could decide to spend more money in Pittsburgh 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 Pittsburgh.

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. Pittsburgh Travel Comparison

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