A Travel Price Comparison for Families, Couples, and Backpackers Freeport vs. Chicago for Vacations, Tours, and Honeymoons

Should you visit Freeport or Chicago?

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

Trying to figure out where to travel next? This travel comparison between Freeport and Chicago can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Where Should I go: Freeport or Chicago?

Freeport

When you picture the Bahamas you likely picture the beaches, resorts and playgrounds of Nassau. Just to the northwest of this tourist paradise is a tropical city founded on industry. Freeport began as mostly swampland and is now the second most populous city in the Bahamas.

This city is less of a tourist attraction - a place where you'll find the true Bahaman culture mixed in with some relaxing spots to help you unwind and get into your island vacation.

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.

For some great organized tour ideas, see The Best Romantic Tours for Couples in Bahamas, The Best Romantic Tours for Couples in Bahamas, The Best 2-Week Tours from San Francisco, and The Best 2-Week Tours from Los Angeles.


Which place is cheaper, Chicago or Freeport?

These are the overall average travel costs for the two destinations. These travel costs come from the actual spending of real travelers.

  • Freeport Prices
    Bahamas Prices
    Chicago Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Freeport $290
    Chicago $323

The average daily cost (per person) in Freeport is $290, while the average daily cost in Chicago is $323. 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 Freeport and Chicago in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Freeport $141
    Chicago $198
  • Accommodation Typical double-occupancy room
    Freeport $282
    Chicago $396
Compare Hotels in Freeport and Chicago

Looking for a hotel in Freeport or Chicago? 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 Freeport


Hotels in Chicago


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: Freeport Hotel Prices and Chicago Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Freeport $59
    Chicago $37

Hired Cars and Shuttles in Freeport

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

  • Freeport to Grand Bahama Airport (FPO) Departure Private Transfer: $78
  • Grand Bahama Airport (FPO) to Freeport - Arrival Private Transfer: $78
  • Grand Bahama Airport (FPO) to Old Bahama Bay - Private Transfer: $78
  • Grand Bahama Airport (FPO) to Old Bahama Bay -Round-Trip Transfer: $155
  • Grand Bahama Airport(FPO) to Freeport -RoundTrip Private Transfer: $155
  • Luxury SUV Transfer from Airport, cruise port, Celebration Key : $133
  • Old Bahama Bay to Grand Bahama Airport (FPO) - Private Transfer: $78
  • Private One way Airport Transfer in Freeport : $180
  • Private Transfer from FPO to Freeport hotels or resorts: $183
  • Private Transfer from FPO to Old Bahama Bay resort : $256
  • Private Transfer from Freeport Port to Grand Bahama Airport (FPO): $68
  • Private Transfer from Grand Bahama Airport (FPO) to Freeport Port: $68

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:

  • Meet and Greet Private SUV Transfer from ORD to Downtown Chicago: $300
  • Meet and Greet Private SUV Transfer from MDW to Downtown Chicago: $300
  • Departure Private Transfer: Chicago to O'Hare Airport ORD in Luxury Car: $256
  • Private SUV Transfer from Chicago Downtown to Midway airport: $240
  • Curbside SUV Transfer from ORD to Downtown Chicago: $240
  • Private SUV Transfer from Chicago Downtown to O'Hare airport: $240
  • Private Chicagoland One-Way Transfer by Mercedes Sprinter : $229
  • Chicago Airport Transfer: Chicago to O'Hare Airport ORD in Luxury SUV: $221
  • Airport Transfer: O'Hare Airport ORD to Chicago by Luxury SUV: $221
  • Private Sedan Transfer from Chicago Downtown to O'Hare airport: $220
  • Private Sedan Transfer from Chicago Downtown to Midway airport: $220
  • Private Luxury 6-Pax SUV Limo Transfer from or to Chicagoland Airport and Suburb: $210

Is it cheaper to fly into Freeport or Chicago?

Prices for flights to both Chicago and Freeport 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
    Freeport $110
    Chicago $85

Food Tours and Cooking Classes in Freeport

For Freeport, here are some samples of tours and activities related to meals and dining experiences:

  • Around Town/Bahamian Cooking Experience: $175

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.

  • Tamales and Tacos with Margarita Cooking Class at Su Casa: $59
  • Downtown Pizza Guided Walking Tour with Tastings: $73
  • Sushi Making Cooking Class at a Local Distillery: $75
  • Pasta Making Cooking Class at a Local Distillery: $75
  • Sushi Making Cooking Class at a Local Distillery in Chicago: $75
  • Downtown Family Food Tour by Bike with Sightseeing: $80
  • Vito's Vault Chicago finest dinner theatre speakeasy: $85
  • Chicago Loop District Food Tour with Deep Dish & Beef Sandwich: $89
  • City Cruises Lake Michigan Lunch or Dinner Cruise: $93
  • Secret Food Tour: $93
  • City Cruises Premier Lunch or Dinner Cruise: $94
  • River North Walking Food Tour: $99

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Freeport $40
    Chicago $47
Typical Entertainment Prices in Freeport

For Freeport, here are some examples of average entertainment and activity prices from previous travelers:


  • 10 Dive Package
    $299
  • 4 Hr. Kayak Tour
    $70
  • 1/2 Day Snorkel Trip
    $75

Tours and Activities in Freeport

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

  • Tour of Coral Vita and breach brak at Banana bay beach club: $51
  • Swim with the Pigs Freeport @Creative Eco Adventures: $72
  • Mamma Gal Celeb-Key Shared Tour: $75
  • Mamma Gal Native Experience : $80
  • Grand Bahama Catamaran Sunset Cruise with Drinks and Snacks: $89
  • Rumbo Tour : $90
  • Mamma Gal East End Native Experience : $95
  • Go Kart Adventure Caves Pirates Beaches: $109
  • Clear Kayak Tour: $120
  • Bahamas Sea Scooter Snorkeling Adventure: $120
  • CocoNutz Cruisers Electric Bicycle Tour: $123
  • Freeport Shore Excursion: Garden of the Groves and City Tour: $126

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:

  • Field Museum of Natural History Early Access Ticket : $73
  • 2 Hour Chicago Landmarks & Lakefront E-Bike Tour: $69
  • 2 Hour Chicago Pier Fireworks & Evening Segway Tour: $78
  • 2 Hour Private Chicago Soul House Tour: $65
  • 2-Hour Chicago Lakefront & Museum Campus Segway Tour: $67
  • 2-Hour Guided Segway Tour of Chicago: $65
  • 3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops: $135
  • 360 Chicago Observation Deck Sip and View Ticket: $44
  • 90 minute Chicago's Chinatown History and Culture Tour: $30
  • A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers: $5.40
  • African American Heritage Tour of Chicago : $125
  • Amazing Lakefront Segway Tour of Chicago: $52

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
    Freeport $30
    Chicago $25

Sample the Local Flavors in Freeport

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

  • Brewery & Taste with Beach & Shop at Largest Market on Freeport 4-hrs : $85

Sample the Local Flavors in Chicago

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

  • Chicago Local Brewery Expedition with Homemade Guacamole: $63
  • Chicago Craft Brewery Barrel Bus Tour: $100
  • Craft Brewery Tour by Barrel Bus: $100
  • Chicago:Milwaukee City Highlights Day Trip with Brewery Tour: $106


When comparing the travel costs between Freeport and Chicago, 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. Even though Freeport is in Caribbean Islands and Chicago is in North America, both of these destinations have relatively similar prices of travel. Generally, the levels of luxury and expenses are the same for these cities even though they are geographically far apart.

If you're trying to decide if either of these two destinations are within your price range, also see Is Freeport Expensive? and Is Chicago Expensive?.


Which is Bigger, Freeport or Chicago?

Chicago has a larger population, and is about 110 times larger than the population of Freeport. When comparing the sizes of Freeport and Chicago, 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.