HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Barbados

$154+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BGI
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Barbados with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 6, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$388
(Air Canada)

One-way from

$154
(Trip.com)

Popular in

June

Cheapest in

September

Average price

$681
Provider with most accurate pricing for Chicago (CHI)-Bridgetown Grantley Adams Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Bridgetown Grantley Adams Intl flights.
Search Deals
From Chicago (CHI) to Barbados
Search Deals
One-way flight from Chicago (CHI) to Barbados
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 6, 2026.

This Air Canada deal was found by Cheapflights users on 1/6. 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.
Wed 6/108:20 pmORD - BGI
1 stop18h 00mAir Canada
Wed 6/174:20 pmBGI - ORD
1 stop17h 40mAir Canada
Deal found 1/6$394
This Air Canada deal was found by Cheapflights users on 1/6. 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 10/62:00 pmORD - BGI
2 stops22h 40mAir Canada
Sat 10/102:40 pmBGI - ORD
1 stop21h 13mAir Canada
Deal found 1/6$399
This Air Canada deal was found by Cheapflights users on 1/6. 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.
Sat 6/65:50 pmORD - BGI
2 stops20h 30mAir Canada
Sat 6/134:20 pmBGI - ORD
1 stop17h 40mAir Canada
Deal found 1/6$403
This Air Canada deal was found by Cheapflights users on 1/6. 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 1/128:40 pmORD - BGI
1 stop15h 55mAir Canada
Sat 1/174:55 pmBGI - ORD
1 stop24h 00mAir Canada
Deal found 1/6$406
This Air Canada deal was found by Cheapflights users on 1/5. 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.
Wed 3/252:00 pmORD - BGI
2 stops23h 55mAir Canada
Thu 4/23:55 pmBGI - ORD
2 stops24h 53mAir Canada
Deal found 1/5$409
This Air Canada deal was found by Cheapflights users on 1/5. 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 1/201:55 pmORD - BGI
2 stops24h 00mAir Canada
Thu 1/224:55 pmBGI - ORD
1 stop24h 00mAir Canada
Deal found 1/5$412
This Air Canada deal was found by Cheapflights users on 1/5. 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.
Thu 3/267:25 amORD - BGI
2 stops30h 00mAir Canada
Thu 4/23:55 pmBGI - ORD
2 stops24h 15mAir Canada
Deal found 1/5$414
This Air Canada deal was found by Cheapflights users on 1/6. 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 6/198:40 pmORD - BGI
1 stop17h 45mAir Canada
Sat 6/274:20 pmBGI - ORD
1 stop17h 40mAir Canada
Deal found 1/6$415
This Booking.com deal was found by Cheapflights users on 1/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/103:55 pmORD - BGI
2 stops22h 00mAir Canada
Sat 1/174:55 pmBGI - ORD
1 stop20h 11mAir Canada
Deal found 1/4$417

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 January 6, 2026.
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

3:35 pm-2:35 pm

2 stops21h 00m

Bridgetown Grantley Adams Intl

Thu 1/22

4:10 pm-11:06 am

2 stops20h 56m

$418

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 2/21

7:15 am-3:55 pm

1 stop30h 40m

Bridgetown Grantley Adams Intl

Tue 3/3

4:10 pm-3:10 pm

1 stop25h 00m

$419

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 1/25

7:15 am-3:55 pm

1 stop30h 40m

Bridgetown Grantley Adams Intl

Sat 1/31

4:55 pm-7:45 pm

2 stops28h 50m

$437

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 3/28

2:00 pm-2:25 pm

2 stops23h 25m

Bridgetown Grantley Adams Intl

Sat 4/4

3:35 pm-11:18 am

2 stops44h 43m

$437

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 5/31

8:20 pm-3:20 pm

1 stop18h 00m

Bridgetown Grantley Adams Intl

Sat 6/6

4:20 pm-9:53 am

2 stops18h 33m

$448

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 6/10

8:20 pm-3:20 pm

1 stop18h 00m

Bridgetown Grantley Adams Intl

Tue 6/16

4:20 pm-8:05 am

2 stops16h 45m

$453

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Fri 2/27

6:04 am-3:04 pm

1 stop31h 00m

Bridgetown Grantley Adams Intl

Sun 3/8

3:59 pm-10:56 pm

1 stop31h 57m

$459

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 2/8

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Thu 2/12

4:30 pm-11:56 pm

1 stop9h 26m

$470

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 1/25

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Fri 1/30

4:30 pm-11:55 pm

1 stop9h 25m

$470

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Fri 6/19

8:40 pm-3:25 pm

1 stop17h 45m

Bridgetown Grantley Adams Intl

Sat 6/27

4:20 pm-8:05 am

2 stops16h 45m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

Showing 1-10 of 20 results
1
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 $630). 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.

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 January 6, 2026.
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
8,017 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

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
8,017 reviews
Delta
7.9
Good
8,017 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

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
11,083 reviews
Delta
7.9
Good
8,017 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

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
2,898 reviews
Delta
7.9
Good
8,017 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

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 21h. Fly via Air Canada to get the fastest option. The distance between Chicago and Barbados is about 2623 mi.

  • 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 $630). 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.
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
Midway to Luis Munoz Marin Intl flights
Midway to Punta Cana flights
O'Hare Intl to Oranjestad flights
O'Hare Intl to Saint Thomas Island flights
O'Hare Intl to Nassau flights
O'Hare Intl to Montego Bay flights
O'Hare Intl to Providenciales flights
O'Hare Intl to George Town flights
St. Louis to Luis Munoz Marin Intl flights
O'Hare Intl to Simpson Bay flights
O'Hare Intl to Castries flights
Midway to Saint Thomas Island flights
Midway to Nassau flights
Midway to Oranjestad flights
St. Louis to Punta Cana flights
Midway to Montego Bay flights
O'Hare Intl to Willemstad flights
O'Hare Intl to Georgetown flights
O'Hare Intl to Ponce flights
O'Hare Intl to Christiansted flights
O'Hare Intl to Bridgetown flights
St. Louis to Oranjestad flights
Midway to Providenciales flights
O'Hare Intl to Santo Domingo flights
St. Louis to Saint Thomas Island flights
O'Hare Intl to St. John's flights
Midway to George Town flights
St. Louis to Nassau flights
Midway to Georgetown flights
Midway to Simpson Bay flights
O'Hare Intl to Aguadilla flights
O'Hare Intl to Kingston flights
Midway to Santo Domingo flights
O'Hare Intl to Road Town flights
St. Louis to Castries flights
St. Louis to Montego Bay flights
O'Hare Intl to Port of Spain flights
O'Hare Intl to The Valley flights
O'Hare Intl to Basseterre flights
O'Hare Intl to Puerto Plata flights
Peoria to Luis Munoz Marin Intl flights
O'Hare Intl to Gregory Town flights
O'Hare Intl to Santiago de los Caballeros flights
St. Louis to Providenciales flights
St. Louis to Simpson Bay flights
O'Hare Intl to Freeport flights
Moline to Punta Cana flights
O'Hare Intl to Kralendijk flights

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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$338Average$606FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$495Average$656FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.