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$273+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
BGI — CHI
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Barbados to Chicago

Keep the following information in mind while searching for Barbados to Chicago flight deals. Data was last updated September 17, 2025.

Round-trip from

$513
(American Airlines)

One-way from

$273
(Air Canada)
From Barbados to Chicago (CHI)
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One-way flight from Barbados to Chicago (CHI)
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Find 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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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 10/307:00 amBGI - ORD
1 stop17h 58mAmerican Airlines
Thu 11/612:02 pmORD - BGI
1 stop8h 25mAmerican Airlines
Deal found 9/15$513
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/102:42 pmBGI - ORD
1 stop10h 39mMultiple Airlines
Thu 10/167:43 pmORD - BGI
2 stops40h 42mMultiple Airlines
Deal found 9/16$564
This Air Canada deal was found by Cheapflights users on 9/16. 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 10/103:40 pmBGI - ORD
2 stops29h 37mAir Canada
Thu 10/162:08 pmORD - BGI
2 stops47h 32mAir Canada
Deal found 9/16$600
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/93:27 pmBGI - ORD
2 stops17h 23mDelta
Mon 10/136:59 pmORD - BGI
2 stops18h 18mDelta
Deal found 9/17$623
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/93:00 pmBGI - ORD
1 stop9h 58mAmerican Airlines
Mon 10/136:00 amORD - BGI
1 stop15h 11mAmerican Airlines
Deal found 9/14$691
This Mytrip deal was found by Cheapflights users on 9/14. 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 10/99:15 pmBGI - ORD
3 stops27h 42mMultiple Airlines
Mon 10/137:43 pmORD - BGI
3 stops41h 57mMultiple Airlines
Deal found 9/14$765

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 September 17, 2025.
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 10/30

7:00 am-11:58 pm

1 stop17h 58m

Chicago O'Hare Intl

Thu 11/6

12:02 pm-10:27 pm

1 stop8h 25m

$513

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Sun 3/1

4:30 pm-11:54 pm

1 stop9h 24m

Chicago O'Hare Intl

Tue 3/3

5:50 am-3:20 pm

1 stop7h 30m

$553

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Fri 10/10

2:42 pm-12:21 am

1 stop10h 39m

Chicago O'Hare Intl

Thu 10/16

7:43 pm-1:25 pm

2 stops40h 42m

$564

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Fri 10/10

3:40 pm-8:17 pm

2 stops29h 37m

Chicago O'Hare Intl

Thu 10/16

2:08 pm-2:40 pm

2 stops47h 32m

$600

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Sun 3/1

4:55 pm-11:18 am

1 stop20h 23m

Chicago O'Hare Intl

Tue 3/3

3:55 pm-3:55 pm

2 stops22h 00m

$604

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Thu 10/9

3:27 pm-7:50 am

2 stops17h 23m

Chicago O'Hare Intl

Mon 10/13

6:59 pm-2:17 pm

2 stops18h 18m

$623

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Thu 10/9

3:00 pm-11:58 pm

1 stop9h 58m

Chicago O'Hare Intl

Mon 10/13

6:00 am-10:11 pm

1 stop15h 11m

$691

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Fri 10/3

3:40 pm-9:51 am

2 stops19h 11m

$273

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Thu 10/2

3:40 pm-9:51 am

2 stops19h 11m

$273

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Sun 10/5

3:40 pm-7:24 pm

1 stop28h 44m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 15 results
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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

What is the cheapest time of day to fly from BB to CHI?

Find hourly flight availability from Barbados to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Barbados to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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?

    American Airlines and Delta can get you from Barbados to Chicago in just under 9h 24m. Your travel time can differ by up to 8h 34m. 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.

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

    Currently, August is the cheapest month in which you can book a flight from Barbados to Chicago (average of $245). Flying from Barbados to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Barbados to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Barbados to Chicago

Discover the top airline that operate flights from Barbados to Chicago. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$480Average$553FlexibilityNo cancel feeOn-time71%

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