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$107+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BGI
דצמ' 24 — דצמ' 311
ד' 12/24
ד' 12/31
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 נובמבר 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$361
(Expedia)

One-way from

$107
(JetBlue)

Popular in

June

Cheapest in

September

Average price

$736
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
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One-way flight from Chicago (CHI) to Barbados
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Highest demand for flights based on searches. 6% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 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 נובמבר 24, 2025.

This Air Canada deal was found by Cheapflights users on 11/22. 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.
ד' 12/103:55 pmORD - BGI
1 stop20h 40mAir Canada
ד' 12/174:55 pmBGI - ORD
1 stop20h 23mAir Canada
Deal found 11/22$448
This Air Canada deal was found by Cheapflights users on 11/24. 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.
ש' 11/2912:50 pmORD - BGI
1 stop24h 45mAir Canada
ש' 12/64:55 pmBGI - ORD
1 stop20h 23mAir Canada
Deal found 11/24$467
This Air Canada deal was found by Cheapflights users on 11/21. 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.
ב' 12/16:05 pmORD - BGI
2 stops18h 30mAir Canada
ש' 12/64:55 pmBGI - ORD
1 stop20h 23mAir Canada
Deal found 11/21$478
This Priceline deal was found by Cheapflights users on 11/24. 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.
ו' 12/512:50 pmORD - BGI
1 stop25h 05mAir Canada
ב' 12/84:10 pmBGI - ORD
1 stop27h 38mAir Canada
Deal found 11/24$483
This Air Canada deal was found by Cheapflights users on 11/22. 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.
א' 11/301:59 pmORD - BGI
2 stops22h 36mAir Canada
ש' 12/64:10 pmBGI - ORD
2 stops21h 08mAir Canada
Deal found 11/22$498
This Delta deal was found by Cheapflights users on 11/23. 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.
ו' 12/127:53 pmORD - BGI
1 stop17h 27mDelta
ו' 12/194:30 pmBGI - ORD
1 stop17h 47mDelta
Deal found 11/23$499

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 נובמבר 24, 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

ש' 2/28

12:51 pm-3:33 pm

1 stop24h 42m

Bridgetown Grantley Adams Intl

ש' 4/4

1:30 pm-10:59 pm

1 stop10h 29m

$430

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

ב' 1/19

7:15 am-12:45 am

2 stops15h 30m

Bridgetown Grantley Adams Intl

ה' 1/22

4:55 pm-11:06 am

1 stop20h 11m

$466

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

ב' 1/19

7:59 pm-3:20 pm

1 stop17h 21m

Bridgetown Grantley Adams Intl

ה' 1/22

4:30 pm-8:42 am

1 stop18h 12m

$469

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

ב' 1/19

10:05 am-10:28 pm

1 stop10h 23m

Bridgetown Grantley Adams Intl

ה' 1/22

7:00 am-4:20 pm

1 stop11h 20m

$469

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

א' 3/29

6:20 pm-2:25 pm

2 stops19h 05m

Bridgetown Grantley Adams Intl

ה' 4/2

3:55 pm-6:33 pm

2 stops27h 38m

$470

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

א' 2/22

6:04 am-4:01 pm

1 stop7h 57m

Bridgetown Grantley Adams Intl

ש' 2/28

4:24 pm-11:48 am

1 stop21h 24m

$471

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

ש' 1/24

3:35 pm-3:55 pm

1 stop22h 20m

Bridgetown Grantley Adams Intl

ה' 1/29

4:10 pm-11:06 am

2 stops20h 56m

$473

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

ו' 12/5

12:50 pm-3:55 pm

1 stop25h 05m

Bridgetown Grantley Adams Intl

ב' 12/8

4:10 pm-11:18 am

2 stops21h 08m

$473

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

ו' 12/12

8:38 pm-1:05 pm

1 stop14h 27m

$107

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

ב' 12/1

3:55 pm-2:35 pm

1 stop20h 40m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

Showing 1-10 of 16 results
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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 נובמבר 24, 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 נובמבר 24, 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
7,993 reviews

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

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
7,993 reviews
Delta
7.9
Good
7,993 reviews

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

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
11,043 reviews
Delta
7.9
Good
7,993 reviews

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

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
2,903 reviews
Delta
7.9
Good
7,993 reviews

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

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 17h 21m. Fly via JetBlue, Air Canada, or Delta 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

Browse thousands of different options on Cheapflights for your next trip

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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 נובמבר 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$404Average$651FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$501Average$664FlexibilityNo cancel feeOn-time71%

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