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$166+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BGI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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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 December 18, 2025.

This Air Canada deal was found by Cheapflights users on 12/17. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:30 pmORD - BGI
2 stops41h 25mAir Canada
Wed 12/314:55 pmBGI - ORD
2 stops27h 58mAir Canada
Deal found 12/17$560
This FlightHub deal was found by Cheapflights users on 12/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:35 amORD - BGI
2 stops26h 00mAir Canada
Wed 12/314:55 pmBGI - ORD
2 stops27h 58mAir Canada
Deal found 12/17$572
This FlightHub deal was found by Cheapflights users on 12/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:30 pmORD - BGI
1 stop16h 05mAir Canada
Fri 12/264:10 pmBGI - ORD
1 stop17h 53mAir Canada
Deal found 12/16$724
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:00 amORD - BGI
1 stop14h 19mAmerican Airlines
Tue 12/234:23 pmBGI - ORD
1 stop9h 19mAmerican Airlines
Deal found 12/17$753

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$421
(Air Canada)

One-way from

$166
(Air Canada)

Popular in

June

Cheapest in

September

Average price

$636
Provider with most accurate pricing for Chicago (CHI)-Bridgetown Grantley Adams Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Bridgetown Grantley Adams Intl flights.
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From Chicago (CHI) to Barbados
Search Deals
One-way flight from Chicago (CHI) to Barbados
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 18, 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 1/19

1:55 pm-2:35 pm

2 stops22h 40m

Bridgetown Grantley Adams Intl

Thu 1/22

4:55 pm-2:55 pm

1 stop24h 00m

$418

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 1/27

9:40 am-3:39 pm

1 stop27h 59m

Bridgetown Grantley Adams Intl

Tue 2/3

5:04 pm-7:36 pm

1 stop28h 32m

$460

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 2/8

3:35 pm-3:55 pm

1 stop22h 20m

Bridgetown Grantley Adams Intl

Tue 2/10

4:10 pm-3:10 pm

1 stop25h 00m

$468

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 3/4

5:25 am-3:20 pm

1 stop7h 55m

Bridgetown Grantley Adams Intl

Wed 3/11

3:30 pm-11:56 pm

1 stop9h 26m

$469

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Mon 1/19

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Thu 1/22

4:30 pm-11:56 pm

1 stop9h 26m

$469

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 1/18

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Wed 1/21

4:30 pm-11:56 pm

1 stop9h 26m

$469

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 1/18

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Thu 1/22

4:30 pm-8:42 am

1 stop18h 12m

$469

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 2/17

5:25 am-3:20 pm

1 stop7h 55m

Bridgetown Grantley Adams Intl

Thu 2/19

4:30 pm-11:57 pm

1 stop9h 27m

$469

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 1/14

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Wed 1/21

4:30 pm-11:56 pm

1 stop9h 26m

$469

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 1/7

1:55 pm-3:55 pm

2 stops24h 00m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 17 results
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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 May is currently the most expensive (average of $633). 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 December 18, 2025.

It’s typically best to fly out from Chicago to Barbados in the afternoon. Doing so could potentially save you 33% on the flight price compared to flying at noon, which is usually more expensive.

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 December 18, 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
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
8,008 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
11,055 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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.
JetBlue
7.2
Good
2,897 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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 22h 40m. Fly via Air Canada or JetBlue to get the fastest option. The distance between Chicago and Barbados is about 2623 mi. This flight may include one or multiple stops.

  • 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 May is currently the most expensive (average of $633). 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

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$338Average$651FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$495Average$654FlexibilityNo cancel feeOn-time71%

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