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$256+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
BGI — CHI
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Round-trip from

$476
(Delta)

One-way from

$256
(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 November 3, 2025.

This Priceline deal was found by Cheapflights users on 11/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/194:00 pmBGI - ORD
2 stops21h 18mAir Canada
Fri 11/288:15 pmORD - BGI
1 stop16h 10mAir Canada
Deal found 11/2$477
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Wed 11/194:00 pmBGI - ORD
3 stops22h 56mMultiple Airlines
Fri 11/282:01 pmORD - BGI
2 stops22h 24mMultiple Airlines
Deal found 11/2$620

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 November 3, 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

Sun 1/25

4:30 pm-11:57 pm

1 stop9h 27m

Chicago O'Hare Intl

Sun 2/15

5:25 am-3:20 pm

1 stop7h 55m

$476

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Wed 11/19

4:00 pm-10:05 am

1 stop20h 05m

Chicago O'Hare Intl

Fri 11/28

8:15 pm-2:25 pm

1 stop16h 10m

$477

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Sun 1/25

5:00 pm-10:51 am

1 stop19h 51m

Chicago O'Hare Intl

Sun 2/15

8:10 am-10:36 pm

2 stops12h 26m

$496

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Sun 1/25

4:55 pm-3:10 pm

2 stops24h 15m

Chicago O'Hare Intl

Sun 2/15

6:04 pm-3:55 pm

2 stops19h 51m

$538

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Sun 3/1

4:55 pm-8:10 pm

1 stop29h 15m

Chicago O'Hare Intl

Tue 3/3

7:15 am-3:55 pm

1 stop30h 40m

$593

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Wed 11/19

4:00 pm-12:56 pm

3 stops22h 56m

Chicago O'Hare Intl

Fri 11/28

2:01 pm-2:25 pm

2 stops22h 24m

$620

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Sun 3/1

8:20 am-11:00 am

2 stops28h 40m

Chicago O'Hare Intl

Tue 3/3

1:47 pm-4:00 pm

2 stops24h 13m

$693

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Wed 11/12

4:00 pm-9:13 am

1 stop19h 13m

$256

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Tue 1/20

4:10 pm-11:06 am

2 stops20h 56m

$297

BridgetownChicago

BGI - ORD

BGIORD

Bridgetown Grantley Adams Intl

Thu 12/18

4:10 pm-11:18 am

2 stops21h 08m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 14 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 November 3, 2025.

A simple way to save on the total cost of your ticket is to fly from Barbados to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 56% on your trip compared to booking a flight in the morning.

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?

    Delta, Air Canada, and American Airlines can get you from Barbados to Chicago in just under 9h 27m. Your travel time can differ by up to 10h 38m. 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?

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

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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$480Average$553FlexibilityNo cancel feeOn-time71%

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