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 Family-Friendly Tours to United States of America, and The Best Wildlife Tours to United States of America.


Which place is cheaper, Chicago or Freeport?

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

The average daily cost (per person) in Freeport is $244, while the average daily cost in Chicago is $288. 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 Grand Bahama Airport (FPO): Transfer to Freeport: $260
  • Freeport to Grand Bahama Airport (FPO) Departure Private Transfer: $72
  • Grand Bahama Airport (FPO) to Freeport - Arrival Private Transfer: $72
  • Grand Bahama Airport (FPO) to Old Bahama Bay - Private Transfer: $194
  • Grand Bahama Airport(FPO) to Freeport -RoundTrip Private Transfer: $144
  • Grand Bahama Airport: One-Way Transfer to Freeport Hotels: $139
  • Old Bahama Bay to Grand Bahama Airport (FPO) - Private Transfer: $194
  • Private Round Trip Transfer from Freeport Airport to Hotel: $133
  • Private Transfer from FPO to Freeport hotels or resorts: $167
  • Private Transfer from FPO to Old Bahama Bay resort : $234
  • Private Transfer from Freeport Port to Grand Bahama Airport (FPO): $29
  • Private Transfer from Grand Bahama Airport (FPO) to Freeport Port: $29

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 MDW to Downtown Chicago: $300
  • Meet and Greet Private SUV Transfer from ORD to Downtown Chicago: $300
  • RoundTrip transfer in private car from-to Chicago Airport (ORD)- Chicago City: $276
  • Private SUV Transfer from Chicago Downtown to O'Hare airport: $240
  • Meet and Greet Private Sedan Transfer from MDW to Downtown Chicago: $240
  • Private SUV Transfer from Chicago Downtown to Midway airport: $240
  • Meet and Greet Private Sedan Transfer from ORD to Downtown Chicago: $240
  • Arrival Private Transfer: O'Hare Airport ORD to Chicago in Luxury Car: $234
  • Private Sedan Transfer from Chicago Downtown to O'Hare airport: $220
  • Arrival Private Transfer: O'Hare Airport ORD to Chicago in Luxury SUV: $203
  • Chicago Airport Transfer: O'Hare Airport ORD to Chicago in Luxury SUV: $203
  • Chicago Airport Transfer: Chicago to O'Hare Airport ORD in Luxury SUV: $203

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 $64
    Chicago $49

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.

  • Traveling Spoon Chicago-Style Deep Dish Pizza Private Online Cooking Class : $40
  • Chicago : Hands-on Cooking Classes With Local Chef: $55
  • Downtown Pizza Guided Walking Tour with Tastings: $58
  • Chicago's Delicious Donut Adventure and Walking Food Tour: $63
  • Chicago Small Group Food Tour: $69
  • Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise: $72
  • Chicago Pizza Tour: $75
  • Chicago Deep Dish Pizza Self-Guided Tour: $75
  • Chicago West Loop Pizza Crawl: $79
  • Chicago Bucktown-Wicker Park Pizza Crawl: $79
  • Downtown Family Food Tour by Bike with Sightseeing: $80
  • Nitti's Supper Club Dinner and Show: $80

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
    $300
  • 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
  • Mamma Gal Native Experience : $70
  • Freeport Shore Excursion: Garden of the Groves and City Tour: $82
  • Mamma Gal East End Native Experience : $85
  • Rumbo Tour : $90
  • Clear Kayak Tour: $120
  • Bahamas Sea Scooter Snorkeling Adventure: $120
  • CocoNutz Cruisers Electric Bicycle Tour: $123
  • East End Private Day Trip Experience Tour : $200
  • Snorkel/Swim with the Turtles Experience: $250
  • 4 Hour Private Sandy Cay Experience with Snorkeling - Adults Only: $275

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:

  • Chicagoland Sightseeing in Style Luxury Private Sedan: $190
  • Field Museum of Natural History Early Access Ticket : $73
  • Windy City Ghosts: Hauntings of Chicago Walking Tour: $28
  • 2 Hour Pier Fireworks and Evening Segway Tour in Chicago: $78
  • 2-Hour Chicago Fireworks Segway Tour: $80
  • 2-Hour Chicago Lakefront and Museum Campus Segway Tour: $72
  • 2-Hour Guided Segway Tour of Chicago: $65
  • 2-Hour Haunted Segway Tour of Chicago: $78
  • 3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops: $135
  • Adults Party Art Experience: $66
  • Amazing Lakefront Segway Tour of Chicago: $79
  • App Chicago self-guided tours with multilingual audioguides: $9.63

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 : $75

Sample the Local Flavors in Chicago

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

  • 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


When we compare the travel costs of actual travelers between Freeport and Chicago, we can see that Chicago is more expensive. And not only is Freeport much less expensive, but it is actually a significantly cheaper destination. Since Freeport is in Caribbean Islands and Chicago is in North America, this is one of the main reasons why the costs are so different, as different regions of the world tend to have overall different travel costs. So, traveling to Freeport would let you spend less money overall. Or, you could decide to spend more money in Freeport 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 Freeport.

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.