What is the cheapest airline that flies from Chicago to Barbados?

Air Canada is the most popular carrier operating from Chicago to Barbados

What airlines fly to Barbados?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Barbados from Chicago according to our data. American Airlines is the first choice among our users, with 69% of people opting to fly with this airline when traveling to Barbados. Keep in mind that there are 3 different airlines that fly to Barbados on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Chicago to Barbados?

Prices for flights from Chicago to Barbados were last updated today.

How many operators does momondo search for flights from Chicago to Barbados?

The number of operators available for flights from Chicago to Barbados is 3 as of September 2026.

How old do you have to be to fly from Chicago to Barbados?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Barbados.

What documentation or ID do you need to fly to Barbados?

The travel and health documents required for your trip to Barbados can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Barbados. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$146 Cheap Flights from Chicago to Barbados in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Barbados

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:45 pm - 2:45 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

22h 00m1 stop Montreal Pierre Elliott Trudeau Intl

4:50 pm - 7:52 pmBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

29h 02m1 stop Montreal Pierre Elliott Trudeau Intl

$348Air Canada

Sun, Oct 25 - Sun, Nov 1

4:30 pm - 2:45 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

21h 15m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

4:00 pm - 7:58 pmBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

29h 58m1 stop Toronto Pearson Intl

$391Air Canada

Sun, Oct 25 - Sun, Nov 1

4:30 pm - 1:25 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

19h 55m1 stop Toronto Pearson Intl

4:50 pm - 11:07 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

20h 17m1 stop Montreal Pierre Elliott Trudeau Intl

$397Air Canada

Thu, Oct 29 - Thu, Nov 5

7:00 am - 11:38 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

14h 38m1 stop Miami

4:21 pm - 7:42 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

17h 21m1 stop Miami

$670American Airlines

Tue, Jan 19 - Tue, Feb 16

8:28 am - 11:38 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

13h 10m2 stops Philadelphia Miami

8:20 am - 7:51 pmBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

13h 31m2 stops Miami Charlotte Douglas

$675American Airlines

Tue, Jan 19 - Tue, Feb 16

8:28 am - 11:38 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

13h 10m2 stops Philadelphia Miami

8:20 am - 7:56 pmBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

13h 36m1 stop Miami

$675American Airlines

Tue, Jan 19 - Tue, Feb 16

5:30 am - 3:20 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

7h 50m1 stop Atlanta Hartsfield-Jackson

4:30 pm - 8:34 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

18h 04m1 stop Atlanta Hartsfield-Jackson

$690Delta

Fri, Feb 19 - Tue, Mar 2

5:30 am - 3:20 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

7h 50m1 stop Atlanta Hartsfield-Jackson

4:30 pm - 12:37 pmBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

22h 07m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$695Delta

Fri, Feb 19 - Tue, Mar 2

5:00 am - 4:40 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

9h 40m1 stop Newark

3:15 pm - 12:01 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

10h 46m1 stop Washington, D.C. Dulles Intl

$770United Airlines

Mon, Dec 21 - Wed, Dec 30

5:00 am - 4:20 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

9h 20m1 stop Newark

5:30 pm - 8:29 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

16h 59m1 stop Newark

$850United Airlines

Sat, Feb 27 - Sat, Mar 6

Cheap last minute flights

Enter your travel dates to find the best prices.

8:40 pm - 3:25 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

17h 45m1 stop Toronto Pearson Intl

4:20 pm - 7:44 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

16h 24m2 stops Toronto Pearson Intl Ottawa

$469Air Canada

Sat, Sep 19 - Sat, Sep 26

3:40 pm - 3:25 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

22h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

4:20 pm - 7:44 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

16h 24m2 stops Toronto Pearson Intl Ottawa

$473Air Canada

Sat, Sep 19 - Sat, Sep 26

9:45 am - 3:25 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

28h 40m1 stop Toronto Pearson Intl

4:20 pm - 9:00 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

17h 40m1 stop Toronto Pearson Intl

$524Air Canada

Sat, Sep 19 - Sat, Sep 26

8:40 pm - 3:25 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

17h 45m1 stop Toronto Pearson Intl

4:20 pm - 7:44 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

16h 24m2 stops Toronto Pearson Intl Ottawa

$561Air Canada

Sat, Sep 19 - Sat, Sep 26

3:40 pm - 3:25 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

22h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

4:20 pm - 7:44 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

16h 24m2 stops Toronto Pearson Intl Ottawa

$565Air Canada

Sun, Sep 20 - Sat, Sep 26

3:40 pm - 3:25 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

22h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

4:20 pm - 7:44 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

16h 24m2 stops Toronto Pearson Intl Ottawa

$565Air Canada

Sat, Sep 19 - Sat, Sep 26

8:40 pm - 3:25 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

17h 45m1 stop Toronto Pearson Intl

4:20 pm - 9:00 amBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

17h 40m1 stop Toronto Pearson Intl

$606Air Canada

Sat, Sep 19 - Sat, Sep 26

8:50 am - 10:37 pmORD Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl

12h 47m2 stops Washington, D.C. Reagan-National Miami

8:00 am - 7:59 pmBGI Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl

12h 59m2 stops Miami Washington, D.C. Reagan-National

$1,087American Airlines

Sun, Sep 20 - Sat, Sep 26

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Air Canada flights from Chicago to Barbados

Our best Air Canada deals on Chicago to Barbados flight tickets

Air Canada

Oct 25

ORD3:45 pmChicago O'Hare Intl

22h 00m

1 stop

BGI2:45 pmBridgetown Grantley Adams Intl

Nov 1

BGI4:50 pmBridgetown Grantley Adams Intl

29h 02m

1 stop

ORD7:52 pmChicago O'Hare Intl

$348

Air Canada

Oct 25

ORD7:05 amChicago O'Hare Intl

30h 40m

1 stop

BGI2:45 pmBridgetown Grantley Adams Intl

Nov 1

BGI4:50 pmBridgetown Grantley Adams Intl

24h 02m

1 stop

ORD2:52 pmChicago O'Hare Intl

$384

Air Canada

Oct 25

ORD4:30 pmChicago O'Hare Intl

21h 15m

2 stops

BGI2:45 pmBridgetown Grantley Adams Intl

Nov 1

BGI4:00 pmBridgetown Grantley Adams Intl

29h 58m

1 stop

ORD7:58 pmChicago O'Hare Intl

$391

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Sun 10/25

3:45 pm-2:45 pm

1 stop22h 00m

Bridgetown Grantley Adams Intl

Sun 11/1

4:50 pm-7:52 pm

1 stop29h 02m

$348

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Sun 10/25

4:30 pm-2:45 pm

2 stops21h 15m

Bridgetown Grantley Adams Intl

Sun 11/1

4:00 pm-7:58 pm

1 stop29h 58m

$391

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Thu 10/29

4:30 pm-1:25 pm

1 stop19h 55m

Bridgetown Grantley Adams Intl

Thu 11/5

4:50 pm-11:07 am

1 stop20h 17m

$397

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Tue 1/19

7:00 am-11:38 pm

1 stop14h 38m

Bridgetown Grantley Adams Intl

Tue 2/16

4:21 pm-7:42 am

1 stop17h 21m

$670

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Tue 1/19

8:28 am-11:38 pm

2 stops13h 10m

Bridgetown Grantley Adams Intl

Tue 2/16

8:20 am-7:51 pm

2 stops13h 31m

$675

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Tue 1/19

8:28 am-11:38 pm

2 stops13h 10m

Bridgetown Grantley Adams Intl

Tue 2/16

8:20 am-7:56 pm

1 stop13h 36m

$675

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Fri 2/19

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Tue 3/2

4:30 pm-8:34 am

1 stop18h 04m

$690

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Fri 2/19

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Tue 3/2

4:30 pm-12:37 pm

2 stops22h 07m

$695

Quickest round-trip

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Mon 12/21

5:00 am-4:40 pm

1 stop9h 40m

Bridgetown Grantley Adams Intl

Wed 12/30

3:15 pm-12:01 am

1 stop10h 46m

$770

ChicagoBridgetown

ORD Chicago O'Hare Intl - BGI Bridgetown Grantley Adams Intl

ORDBGI

Chicago O'Hare Intl

Sat 2/27

5:00 am-4:20 pm

1 stop9h 20m

Bridgetown Grantley Adams Intl

Sat 3/6

5:30 pm-8:29 am

1 stop16h 59m

$850

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Barbados

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Barbados?

The month of February is another great option to travel to Barbados, with average flight prices from Chicago averaging around $650.

Can stopping save me money on Chicago to Barbados flights?

You could potentially save up to 47% on your flight if you consider stops on a Chicago to Barbados flight.

Cheap Chicago to Barbados flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Barbados

Best Price Found	$146
Fastest flight time	7h 46m
Direct flights	None

The best one-way flight to Barbados from Chicago in the past 72 hours is $146. The best round-trip flight deal from Chicago to Barbados found on momondo in the last 72 hours is $348.

The fastest flight from Chicago to Barbados takes 7h 46m

There are no direct flights from Chicago to Barbados. There are no popular flight routes from Chicago to Barbados.

Search flight deals

Frequently asked questions about flying from Chicago to Barbados

When did momondo last update prices for flights from Chicago to Barbados?
Prices for flights from Chicago to Barbados were last updated today.
How many operators does momondo search for flights from Chicago to Barbados?
The number of operators available for flights from Chicago to Barbados is 3 as of September 2026.
How old do you have to be to fly from Chicago to Barbados?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Barbados.
What documentation or ID do you need to fly to Barbados?
The travel and health documents required for your trip to Barbados can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Barbados. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chicago to Barbados

Compare and see reviews for airlines that fly from Chicago to Barbados with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $524	Free Cancellation	Rating 7.8 8,581 reviews	Search Delta flights
United Airlines	PriceFrom $529	Free Cancellation	Rating 7.4 10,214 reviews	Search United Airlines flights
American Airlines	PriceFrom $539	Free Cancellation	Rating 7.1 12,075 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Barbados?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Barbados. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Barbados with flexible booking policies on momondo?

All flight searches from Chicago to Barbados on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Barbados?

Once you have performed a search for Chicago to Barbados flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Barbados right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Barbados from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Barbados trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Flights to Bridgetownfrom $398

Cheap flights from Chicago to Barbados from $146

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Barbados departing on 12/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Air Canada flights from Chicago to Barbados

Our best Air Canada deals on Chicago to Barbados flight tickets

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See travel insights to Barbados from

How to get the cheapest flight ticket from Chicago to Barbados

What is the cheapest month to fly to Barbados?

Can stopping save me money on Chicago to Barbados flights?

What is the cheapest airline that flies from Chicago to Barbados?

What airlines fly to Barbados?

Cheap Chicago to Barbados flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago to Barbados

Best airlines flying from Chicago to Barbados

Compare and see reviews for airlines that fly from Chicago to Barbados with momondo

Why use momondo?

An easier way to manage your Barbados trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Barbados

Popular cities in Barbados

Popular flights according to clicks in the last 7 days on momondo

Chicago flight routes

According to popular flight searches on momondo this year

Barbados flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Barbados

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Cabin classes currently available on flights to Barbados

List of cabin classes available on flights landing in Barbados. Availability may vary depending on flight origin and airline.

Complete your trip to Barbados

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