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$178+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BGI
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Chicago to Barbados

Keep the following information in mind while searching for Chicago to Barbados flight deals. Data was last updated August 14, 2025.

Round-trip from

$443
(Air Canada)

One-way from

$178
(Air Canada)

Popular in

June

Cheapest in

September

Average price

$672
From Chicago (CHI) to Barbados
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One-way flight from Chicago (CHI) to Barbados
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Highest demand for flights based on searches. 3% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 14, 2025.

This Air Canada deal was found by Cheapflights users on 8/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/38:15 pmORD - BGI
1 stop16h 10mAir Canada
Mon 11/104:05 pmBGI - ORD
1 stop25h 05mAir Canada
Deal found 8/14$443
This Air Canada deal was found by Cheapflights users on 8/12. 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 9/231:55 pmORD - BGI
2 stops23h 45mAir Canada
Tue 9/303:40 pmBGI - ORD
1 stop22h 34mAir Canada
Deal found 8/12$449
This Air Canada deal was found by Cheapflights users on 8/12. 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 9/231:55 pmORD - BGI
2 stops23h 45mAir Canada
Wed 10/13:40 pmBGI - ORD
2 stops24h 15mAir Canada
Deal found 8/12$460
This FlightHub deal was found by Cheapflights users on 8/12. 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.
Tue 11/118:15 pmORD - BGI
1 stop16h 10mAir Canada
Tue 11/184:05 pmBGI - ORD
1 stop19h 08mAir Canada
Deal found 8/12$461
This Air Canada deal was found by Cheapflights users on 8/12. 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 9/233:50 pmORD - BGI
1 stop21h 50mAir Canada
Mon 9/293:40 pmBGI - ORD
1 stop24h 24mAir Canada
Deal found 8/12$464
This Air Canada deal was found by Cheapflights users on 8/12. 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 9/239:12 pmORD - BGI
1 stop16h 28mAir Canada
Thu 10/23:40 pmBGI - ORD
1 stop22h 34mAir Canada
Deal found 8/12$467
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/28:25 pmORD - BGI
1 stop17h 15mAir Canada
Tue 10/73:40 pmBGI - ORD
2 stops19h 11mAir Canada
Deal found 8/14$470
This Air Canada deal was found by Cheapflights users on 8/13. 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 11/308:15 pmORD - BGI
1 stop16h 10mAir Canada
Wed 12/104:55 pmBGI - ORD
2 stops21h 56mAir Canada
Deal found 8/13$483
This Priceline deal was found by Cheapflights users on 8/12. 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.
Thu 9/258:25 pmORD - BGI
1 stop17h 15mAir Canada
Tue 9/303:40 pmBGI - ORD
2 stops19h 11mAir Canada
Deal found 8/12$485

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 August 14, 2025.
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

Mon 11/3

8:15 pm-2:25 pm

1 stop16h 10m

Bridgetown Grantley Adams Intl

Mon 11/10

4:05 pm-3:10 pm

1 stop25h 05m

$443

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 9/23

6:01 pm-2:40 pm

1 stop19h 39m

Bridgetown Grantley Adams Intl

Wed 10/1

3:40 pm-5:33 pm

1 stop26h 53m

$449

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 9/23

6:01 pm-2:40 pm

1 stop19h 39m

Bridgetown Grantley Adams Intl

Tue 9/30

3:40 pm-5:33 pm

1 stop26h 53m

$449

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 9/23

3:35 pm-2:40 pm

2 stops22h 05m

Bridgetown Grantley Adams Intl

Mon 9/29

3:40 pm-9:51 am

2 stops19h 11m

$460

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 11/11

8:15 pm-2:25 pm

1 stop16h 10m

Bridgetown Grantley Adams Intl

Tue 11/18

4:05 pm-9:13 am

1 stop19h 08m

$461

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Mon 11/3

8:15 pm-2:25 pm

1 stop16h 10m

$178

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Mon 11/3

6:20 pm-10:55 pm

3 stops26h 35m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

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, October is the cheapest month in which you can book a flight from Chicago to Barbados (average of $556). Flying from Chicago to Barbados in December is currently the most expensive (average of $692). 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.

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

Find hourly flight availability from Chicago to Barbados. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

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

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 August 14, 2025.
Peruse reviews from past customers who have flown with Delta, American Airlines, and JetBlue 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
8.0
Very good
7,980 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.2
Good
2,914 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,949 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines to fly from Chicago to Barbados one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $178. Copa Airlines flights start at $210 while deals on Delta start at $213 one-way.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Barbados (average of $556). Flying from Chicago to Barbados in December is currently the most expensive (average of $692). 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.
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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$470Average$668FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$538Average$684FlexibilityNo cancel feeOn-time71%

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