HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Barbados

$150+ Cheap flights from Chicago (CHI) to Barbados

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BGI
Feb 21 — Feb 281
Sat 2/21
Sat 2/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Barbados with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Barbados

Cheapest flights from Chicago to Barbados
Explore the most affordable flight options available from Chicago to Barbados. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 22, 2026.

This Air Canada deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/208:40 pm
ORD
-
BGI
1 stop17h 45m
Air Canada
Fri 6/264:20 pm
BGI
-
ORD
1 stop17h 40m
Air Canada
Deal found 1/21$422
This Air Canada deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/297:13 am
ORD
-
BGI
1 stop30h 12m
Air Canada
Thu 4/23:55 pm
BGI
-
ORD
2 stops27h 58m
Air Canada
Deal found 1/21$429
This Air Canada deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:50 pm
ORD
-
BGI
2 stops20h 30m
Air Canada
Sat 6/134:20 pm
BGI
-
ORD
1 stop17h 40m
Air Canada
Deal found 1/22$430
This Air Canada deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/309:50 am
ORD
-
BGI
1 stop26h 55m
Air Canada
Thu 4/23:55 pm
BGI
-
ORD
1 stop19h 35m
Air Canada
Deal found 1/21$434
This Air Canada deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/318:20 pm
ORD
-
BGI
1 stop18h 00m
Air Canada
Thu 6/44:20 pm
BGI
-
ORD
2 stops20h 23m
Air Canada
Deal found 1/20$435
This Air Canada deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/201:55 pm
ORD
-
BGI
2 stops24h 00m
Air Canada
Fri 1/234:10 pm
BGI
-
ORD
1 stop19h 03m
Air Canada
Deal found 1/19$438
This Air Canada deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/308:45 pm
ORD
-
BGI
1 stop15h 50m
Air Canada
Thu 2/54:55 pm
BGI
-
ORD
1 stop20h 11m
Air Canada
Deal found 1/20$442
This Air Canada deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/292:00 pm
ORD
-
BGI
1 stop22h 35m
Air Canada
Mon 2/24:55 pm
BGI
-
ORD
1 stop24h 00m
Air Canada
Deal found 1/19$452

Find flight deals from Chicago to Barbados

Keep the following information in mind while searching for Chicago to Barbados flight deals. Data was last updated January 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$422
(Air Canada)

One-way from

$150
(Air Canada)

Popular in

June

Cheapest in

September

Average price

$681
Provider with most accurate pricing for Chicago (CHI)-Bridgetown Grantley Adams Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Bridgetown Grantley Adams Intl flights.
Search Deals
From Chicago (CHI) to Barbados
Search Deals
One-way flight from Chicago (CHI) to Barbados
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Barbados that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2026.
Use the filters below to find and compare flights from Chicago to Barbados that are best for you.

Fly from

Chicago

Fly to

Barbados

Route

Depart

Return

Price

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 3/28

2:00 pm-2:25 pm

2 stops23h 25m

Bridgetown Grantley Adams Intl

Thu 4/2

3:55 pm-10:30 am

1 stop19h 35m

$429

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 3/29

8:40 am-2:25 pm

1 stop28h 45m

Bridgetown Grantley Adams Intl

Thu 4/2

3:55 pm-10:30 am

1 stop19h 35m

$429

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 6/10

8:20 pm-3:20 pm

1 stop18h 00m

Bridgetown Grantley Adams Intl

Tue 6/16

4:20 pm-9:00 am

1 stop17h 40m

$430

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 6/20

5:50 pm-3:25 pm

2 stops20h 35m

Bridgetown Grantley Adams Intl

Fri 6/26

4:20 pm-9:00 am

1 stop17h 40m

$430

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 4/14

9:50 am-1:45 pm

1 stop26h 55m

Bridgetown Grantley Adams Intl

Thu 4/16

3:15 pm-5:45 pm

1 stop27h 30m

$471

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 2/4

2:22 pm-1:18 pm

1 stop20h 56m

Bridgetown Grantley Adams Intl

Sat 2/14

2:24 pm-12:04 am

1 stop11h 40m

$476

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 6/20

8:40 pm-3:25 pm

1 stop17h 45m

Bridgetown Grantley Adams Intl

Sat 6/27

4:20 pm-9:00 am

1 stop17h 40m

$480

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 2/4

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Thu 2/19

4:30 pm-11:56 pm

1 stop9h 26m

$490

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Mon 2/16

5:25 am-3:20 pm

1 stop7h 55m

Bridgetown Grantley Adams Intl

Fri 2/20

4:30 pm-11:56 pm

1 stop9h 26m

$490

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 2/4

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Tue 2/17

4:30 pm-9:41 am

2 stops19h 11m

$495

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 20 results
1
2

Best time to book a flight from Chicago to Barbados

Have a flexible travel schedule? Discover the best time to fly to Barbados from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Barbados

What is the cheapest month to book a flight from Chicago to Barbados?

Currently, September is the cheapest month in which you can book a flight from Chicago to Barbados (average of $186). Flying from Chicago to Barbados in December is currently the most expensive (average of $596). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Barbados

Get insights into the airlines that provide service to Barbados. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Barbados. Reviews last updated January 22, 2026.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Chicago to Barbados to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,087 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,087 reviews
Delta
7.9
Good
8,087 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,190 reviews
Delta
7.9
Good
8,087 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,174 reviews
Delta
7.9
Good
8,087 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Barbados. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Barbados?

    There are many flights that can get you from Chicago to Barbados in 23h 25m. Fly via Air Canada to get the fastest option. The distance between Chicago and Barbados is about 2623 mi.

  • Can I find deals for flights from Chicago to Barbados that include hotel bookings?

    Yes. In addition to deals on Chicago to Barbados flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Barbados?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Barbados.

  • Can I find deals for business class flights from Chicago to Barbados?

    Yes. Cheapflights offers flight deals from Chicago to Barbados by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Barbados?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Barbados (average of $186). Flying from Chicago to Barbados in December is currently the most expensive (average of $596). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Barbados

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Luis Munoz Marin Intl flights
Midway to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Nassau flights
O'Hare Intl to Saint Thomas Island flights
O'Hare Intl to Oranjestad flights
Midway to Punta Cana flights
O'Hare Intl to Montego Bay flights
O'Hare Intl to Providenciales flights
St. Louis to Luis Munoz Marin Intl flights
O'Hare Intl to George Town flights
O'Hare Intl to Simpson Bay flights
St. Louis to Punta Cana flights
Midway to Nassau flights
O'Hare Intl to Santo Domingo flights
Midway to Montego Bay flights
Midway to Saint Thomas Island flights
O'Hare Intl to Willemstad flights
Midway to Oranjestad flights
O'Hare Intl to Christiansted flights
O'Hare Intl to Castries flights
Midway to Providenciales flights
O'Hare Intl to St. John's flights
St. Louis to Oranjestad flights
Midway to Santo Domingo flights
St. Louis to Montego Bay flights
St. Louis to Saint Thomas Island flights
O'Hare Intl to Bridgetown flights
O'Hare Intl to Aguadilla flights
O'Hare Intl to Road Town flights
O'Hare Intl to Ponce flights
St. Louis to Nassau flights
O'Hare Intl to Puerto Plata flights
St. Louis to Simpson Bay flights
Midway to George Town flights
Midway to Simpson Bay flights
St. Louis to Castries flights
St. Louis to Puerto Plata flights
O'Hare Intl to Port of Spain flights
O'Hare Intl to Georgetown flights
St. Louis to George Town flights
O'Hare Intl to Kingston flights
O'Hare Intl to Santiago de los Caballeros flights
O'Hare Intl to Freeport flights
O'Hare Intl to St. George's flights
O'Hare Intl to Kingstown flights
St. Louis to Providenciales flights
Moline to Luis Munoz Marin Intl flights
O'Hare Intl to Marsh Harbour flights

Top 2 airlines flying from Chicago to Barbados

Discover the top 2 airlines that operate flights from Chicago to Barbados. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$255Average$581FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$495Average$652FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.