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$317+ Cheap flights from Barbados to Chicago (CHI)

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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
BGI — CHI
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from Barbados to Chicago

Cheapest flights from Barbados to Chicago
Explore the most affordable flight options available from Barbados to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Trip.com deal was found by Cheapflights users on 2/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:59 pm
BGI
-
ORD
1 stop22h 04m
Multiple Airlines
Wed 3/410:00 am
ORD
-
BGI
1 stop26h 35m
Multiple Airlines
Deal found 2/3$430
This FlightHub deal was found by Cheapflights users on 2/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/64:10 pm
BGI
-
ORD
1 stop29h 35m
Air Canada
Sun 2/87:15 am
ORD
-
BGI
1 stop30h 40m
Air Canada
Deal found 2/3$461
This Booking.com deal was found by Cheapflights users on 2/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/42:24 pm
BGI
-
ORD
1 stop11h 40m
Copa Airlines
Wed 3/118:34 am
ORD
-
BGI
1 stop27h 44m
Copa Airlines
Deal found 2/2$491
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:20 am
BGI
-
ORD
2 stops15h 04m
American Airlines
Wed 3/118:10 am
ORD
-
BGI
2 stops12h 14m
American Airlines
Deal found 2/2$540
This Gotogate deal was found by Cheapflights users on 2/2. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/193:55 pm
BGI
-
ORD
2 stops24h 15m
Air Canada
Thu 3/261:55 pm
ORD
-
BGI
1 stop23h 30m
Air Canada
Deal found 2/2$553
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/197:15 am
BGI
-
ORD
1 stop12h 13m
American Airlines
Thu 3/265:00 am
ORD
-
BGI
1 stop8h 03m
American Airlines
Deal found 2/2$578
This Mytrip deal was found by Cheapflights users on 2/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/193:55 pm
BGI
-
ORD
2 stops26h 53m
Multiple Airlines
Thu 3/267:31 pm
ORD
-
BGI
2 stops17h 54m
Multiple Airlines
Deal found 2/2$641
This Air Canada deal was found by Cheapflights users on 2/3. 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 2/264:10 pm
BGI
-
ORD
2 stops28h 42m
Air Canada
Wed 3/46:04 pm
ORD
-
BGI
2 stops19h 51m
Air Canada
Deal found 2/3$672
This Mytrip deal was found by Cheapflights users on 2/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/64:10 pm
BGI
-
ORD
2 stops32h 32m
Multiple Airlines
Sun 2/810:48 am
ORD
-
BGI
3 stops27h 07m
Multiple Airlines
Deal found 2/3$681

Find flight deals from Barbados to Chicago

Keep the following information in mind while searching for Barbados to Chicago flight deals. Data was last updated February 4, 2026.

Round-trip from

$430
(Trip.com)

One-way from

$317
(Air Canada)
From Barbados to Chicago (CHI)
Search Deals
One-way flight from Barbados to Chicago (CHI)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Barbados to Chicago 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 February 4, 2026.
Use the filters below to find and compare flights from Barbados to Chicago that are best for you.

Fly from

Barbados

Fly to

Chicago

Route

Depart

Return

Price

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Thu 2/26

4:59 pm-1:03 pm

1 stop22h 04m

Chicago O'Hare Intl

Wed 3/4

10:00 am-2:35 pm

1 stop26h 35m

$430

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Wed 3/4

2:24 pm-12:04 am

1 stop11h 40m

Chicago O'Hare Intl

Wed 3/11

8:34 am-1:18 pm

1 stop27h 44m

$491

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Wed 3/4

4:20 pm-10:54 am

1 stop20h 34m

Chicago O'Hare Intl

Wed 3/11

8:10 am-9:24 pm

2 stops12h 14m

$540

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Thu 3/19

3:55 pm-3:10 pm

2 stops24h 15m

Chicago O'Hare Intl

Thu 3/26

1:55 pm-2:25 pm

1 stop23h 30m

$553

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Thu 3/19

7:15 am-6:28 pm

1 stop12h 13m

Chicago O'Hare Intl

Thu 3/26

5:00 am-2:03 pm

1 stop8h 03m

$578

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Thu 3/19

3:55 pm-5:48 pm

2 stops26h 53m

Chicago O'Hare Intl

Thu 3/26

7:31 pm-2:25 pm

2 stops17h 54m

$641

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Thu 2/26

4:10 pm-6:52 pm

2 stops28h 42m

Chicago O'Hare Intl

Wed 3/4

6:04 pm-3:55 pm

2 stops19h 51m

$672

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Wed 3/4

5:35 pm-10:04 pm

3 stops30h 29m

Chicago O'Hare Intl

Wed 3/11

11:11 am-8:55 am

2 stops20h 44m

$4,653

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Fri 5/22

4:20 pm-9:05 am

1 stop17h 45m

$317

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Sat 2/21

3:50 pm-9:35 pm

1 stop31h 45m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 13 results
1
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Best time to book a flight from Barbados to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Barbados 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 Barbados to Chicago
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated February 4, 2026.
See what other customers who have flown with American Airlines from Barbados to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,222 reviews

Crew

8.0

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,222 reviews
American Airlines
7.2
Good
11,222 reviews

Crew

8.0

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Barbados to Chicago. 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 Barbados to Chicago?

    Copa Airlines, American Airlines, and Air Canada can get you from Barbados to Chicago in just under 11h 40m. Your travel time can differ by up to 12h 35m. The distance between Barbados and Chicago is about 2623 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Chicago?

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Hammond
Porter
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