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

Should you visit Clearwater or Chicago?

Which city should you visit? Read on to compare the prices of travel for Clearwater and Chicago. We’ll break down costs for accommodation, food, transportation and more to help you learn more about these two destinations. Then, you can figure out if either of these two places are accessible based on your travel budget. So, let's dig into it.

Clearwater

Clearwater is a city in Florida's Tampa Bay area known for its sunny weather and gulf coast beaches. Its most famous beach (Clearwater Beach) is located on a barrier island with white sands and crystal waters - a perfect setting for activities such as fishing, sailing, kayaking, jet skiing, dolphin and sunset tours, parasailing, and more.

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 Clearwater?

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

The average daily cost (per person) in Clearwater is $241, 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. Below is a breakdown of travel costs for Clearwater and Chicago in more detail.



Accommodation

Accommodation prices vary by location and style, but travelers pay on average about $208 for a double occupancy room in Clearwater.

Chicago's average price for two people sharing a typical double-occupancy hotel room is $304. A typical place to stay for one person, per day is $152.


  • Accommodation Hotel or hostel for one person
    Clearwater $104
    Chicago $152
  • Accommodation Typical double-occupancy room
    Clearwater $208
    Chicago $304

Food

The average traveler spends about $38 per day in Clearwater for food, but obviously this is dependent on the type of restaurant and the amount of food ordered. To save money you can grab a lighter lunch or dinner, or you can try fast food or street food.

The price of a meal in Chicago can vary widely. However, the average price for food per day is $37 per person, and a typical meal will cost around $15 based on the spending of previous visitors. Less expensive dining options can be found by eating street food or at fast food restaurants.


  • Food Meals for one day
    Clearwater $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
  • Factories to Calories Fulton Market Food Tour: $46
  • Learn to Make Chicago Deep-Dish Pizza with a Local: $49
  • Chicago Crime & Pizza Walk: $50
  • Lonely Planet Experiences: Chicago History and Food Tour: $59
  • Lonely Planet Experiences: River North Historical Food Tour: $61
  • Signature Food Tour at Chicago's Navy Pier: $64
  • Best in Chow: Chicago River North Food Tour: $64
  • Private Fusion Cooking Class in Downtown Chicago: $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

Local Transportation

The cost of a taxi ride in Clearwater is significantly more than public transportation. On average, past travelers have spent $177 per person, per day, on local transportation in Clearwater.

While taxis and private drivers typically cost much more than public transportation, people usually spend around $29 per day to get around in Chicago.


  • Local Transportation Taxis, local buses, subway, etc.
    Clearwater $177
    Chicago $29

Hired Cars and Shuttles in Clearwater

Some specific examples of transportation prices in Clearwater:

  • Clearwater Beach to St.Pete–Clearwater Airport (PIE) -Departure Private Transfer: $37
  • Clearwater Beach to Tampa Airport (TPA) - Departure Private Transfer: $83
  • Private Transfer from Clearwater Beach to Orlando (MCO) Airport: $453
  • Private Transfer from Clearwater Beach to Orlando-Sanford (SFB) Airport: $588
  • Private Transfer from Clearwater Beach to Port Canaveral: $658
  • St. Pete–Clearwater Airport (PIE) to Clearwater Beach - Arrival Private Transfer: $75
  • St. Pete–Clearwater Airport (PIE) to St. Petersburg - Arrival Private Transfer: $37
  • St. Pete–Clearwater Airport (PIE) to St. Petersburg - Roundtrip Private Transfer: $147
  • St.Pete–Clearwater Airport (PIE) to Clearwater Beach -Roundtrip Private Transfer: $72

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:

  • Midway Airport Shared Transfers: $36
  • Private Airport Transfer: O’Hare International Airport (ORD) to Chicago: $43
  • Private Airport Transfer: from Chicago to O’Hare International Airport (ORD): $43
  • Chicago O'Hare International Airport Shared Transfer: $44
  • Private Airport Transfer: from Chicago to Midway International Airport (MDW): $55
  • Private Airport Transfer: Midway International Airport (MDW) to Chicago: $55
  • Private Departure Transfer from Chicago City to Midway International Airport: $66
  • Private Arrival Transfer from Chicago Midway Airport to Chicago City: $66
  • Private Departure Transfer from Chicago City to O'Hare International Airport: $78
  • Private Arrival Transfer from Chicago O'Hare Airport to Chicago City: $78
  • Departure Private Transfer Chicago City to O'Hare Airport ORD by Sedan Car: $79
  • Arrival Private Transfer Chicago O'Hare Airport ORD to Chicago by Sedan Car: $79

Is it cheaper to fly into Clearwater or Chicago?

Prices for flights to both Chicago and Clearwater 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.





Entertainment

Activities, things to do, and other forms of entertainment usually cost around $34 per person, per day in Chicago. This cost includes the price of admission tickets to attractions and museums as well as daily tours.


  • Entertainment Entrance tickets, shows, etc.
    Clearwater -
    Chicago $34

Tours and Activities in Clearwater

Some specific costs of activities, tours, and entrance tickets for Clearwater are as follows:

  • Beach Cruiser Bicycle: $15
  • Journey through Space Simulator Experience: $15
  • Clearwater Encounters with Dolphins Tour: $20
  • Dolphin Sightseeing Tour of Clearwater Beach with Free Ice Cream: $21
  • Clearwater Daytime Yacht Music Cruise with Optional Dining: $22
  • Clearwater Evening Yacht Cruise with Optional Dining: $22
  • Adventure Boat in Clearwater Beach: $23
  • Sea Screamer Dolphin Tour Boat Ride Ticket: $25
  • Sunset Cruise from Clearwater: $27
  • Clearwater Dolphin-Watching Tour: $27
  • Dolphin Adventure at Clearwater Beach: $32
  • Calypso Queen Tropical Party Buffet Cruise: $35

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
  • Chicago Riverwalk Self-Guided Walking Tour: $6.00
  • Millennium Park Exploration Game & Self-Guided Tour: $12
  • Skip the Line: American Writers Museum Admission Ticket: $14
  • Pilsen Walking Tour of Local Publicly Displayed Art: $15
  • The Chicago Theatre Marquee Tour: $18
  • Behind-the-Scenes Tour of Historic Chicago Theatre: $18
  • Chicago Scavenger Hunt Adventure: $21
  • Chicago Skydeck Experience Ticket: $22
  • Ghosts of Lincoln Park Walking Tour: $22
  • Best Architecture Walking Tour for Design Lovers: $22

Alcohol

While the amount that someone spends on alcohol while visiting Chicago may vary from person to person, on average a person spends $20 per day on alcoholic beverages.


  • Alcohol Drinks for one day
    Clearwater -
    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 comparing the travel costs between Clearwater and Chicago, we can see that Clearwater 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

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Clearwater vs. Chicago Travel Comparison

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