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

JetBlue and Air Canada are the most popular carriers 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 71% 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 August 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.

$199 Cheap Flights from Chicago to Barbados in 2026

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.

8:40 pm - 3:25 pm

ORD

BGI

17h 45m

1 stop

3:50 pm - 2:52 pm

BGI

ORD

24h 02m

1 stop

$391Air Canada

Tue, Oct 20 - Mon, Oct 26

3:45 pm - 3:25 pm

ORD

BGI

22h 40m

1 stop

3:50 pm - 2:52 pm

BGI

ORD

24h 02m

1 stop

$391Air Canada

Tue, Oct 20 - Mon, Oct 26

8:40 pm - 3:25 pm

ORD

BGI

17h 45m

1 stop

3:50 pm - 1:11 pm

BGI

ORD

22h 21m

2 stops

$391Air Canada

Tue, Oct 20 - Mon, Oct 26

5:30 am - 3:20 pm

ORD

BGI

7h 50m

1 stop

4:30 pm - 11:50 pm

BGI

ORD

9h 20m

1 stop

$650Delta

Tue, Jan 5 - Fri, Jan 15

5:30 am - 3:20 pm

ORD

BGI

7h 50m

1 stop

4:30 pm - 11:50 pm

BGI

ORD

9h 20m

1 stop

$650Delta

Wed, Jan 20 - Wed, Jan 27

5:18 am - 2:56 pm

ORD

BGI

7h 38m

1 stop

7:00 am - 3:33 pm

BGI

ORD

10h 33m

1 stop

$655American Airlines

Wed, Jan 20 - Wed, Jan 27

8:05 am - 10:28 pm

ORD

BGI

12h 23m

2 stops

7:00 am - 6:35 pm

BGI

ORD

13h 35m

2 stops

$660American Airlines

Wed, Jan 20 - Wed, Jan 27

8:00 am - 10:28 pm

ORD

BGI

12h 28m

2 stops

7:00 am - 5:51 pm

BGI

ORD

12h 51m

2 stops

$660American Airlines

Wed, Jan 20 - Wed, Jan 27

5:30 am - 3:20 pm

ORD

BGI

7h 50m

1 stop

4:30 pm - 11:50 pm

BGI

ORD

9h 20m

1 stop

$690Delta

Mon, Jan 4 - Sun, Jan 10

9:41 pm - 2:05 pm

ORD

BGI

14h 24m

1 stop

3:15 pm - 11:22 pm

BGI

ORD

10h 07m

1 stop

$961United Airlines

Sat, Dec 19 - Wed, Dec 23

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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 20

ORD8:40 pmChicago O'Hare Intl

17h 45m

1 stop

BGI3:25 pmBridgetown Grantley Adams Intl

Oct 26

BGI3:50 pmBridgetown Grantley Adams Intl

24h 02m

1 stop

ORD2:52 pmChicago O'Hare Intl

$391

Air Canada

Oct 20

ORD3:40 pmChicago O'Hare Intl

22h 45m

2 stops

BGI3:25 pmBridgetown Grantley Adams Intl

Oct 26

BGI3:50 pmBridgetown Grantley Adams Intl

20h 17m

1 stop

ORD11:07 amChicago O'Hare Intl

$394

Air Canada

Oct 20

ORD3:40 pmChicago O'Hare Intl

22h 45m

2 stops

BGI3:25 pmBridgetown Grantley Adams Intl

Oct 26

BGI3:50 pmBridgetown Grantley Adams Intl

20h 17m

1 stop

ORD11:07 amChicago O'Hare Intl

$395

American Airlines flights from Chicago to Barbados

Our best American Airlines deals on Chicago to Barbados flight tickets

American Airlines

Aug 4

ORD8:30 amChicago O'Hare Intl

12h 11m

1 stop

BGI9:41 pmBridgetown Grantley Adams Intl

Aug 6

BGI2:54 pmBridgetown Grantley Adams Intl

19h 06m

1 stop

ORD9:00 amChicago O'Hare Intl

$942

American Airlines

Aug 4

ORD8:00 amChicago O'Hare Intl

12h 41m

2 stops

BGI9:41 pmBridgetown Grantley Adams Intl

Aug 6

BGI2:54 pmBridgetown Grantley Adams Intl

9h 58m

1 stop

ORD11:52 pmChicago O'Hare Intl

$947

American Airlines

Aug 10

ORD5:05 amChicago O'Hare Intl

7h 49m

1 stop

BGI1:54 pmBridgetown Grantley Adams Intl

Aug 17

BGI4:04 pmBridgetown Grantley Adams Intl

9h 31m

1 stop

ORD12:35 amChicago O'Hare Intl

$1,047

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/20

8:40 pm-3:25 pm

1 stop17h 45m

Bridgetown Grantley Adams Intl

Mon 10/26

3:50 pm-2:52 pm

1 stop24h 02m

$391

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/20

3:45 pm-3:25 pm

1 stop22h 40m

Bridgetown Grantley Adams Intl

Mon 10/26

3:50 pm-2:52 pm

1 stop24h 02m

$391

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/20

8:40 pm-3:25 pm

1 stop17h 45m

Bridgetown Grantley Adams Intl

Mon 10/26

3:50 pm-1:11 pm

2 stops22h 21m

$391

Quickest round-trip

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 1/5

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Fri 1/15

4:30 pm-11:50 pm

1 stop9h 20m

$650

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 1/20

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Wed 1/27

4:30 pm-11:50 pm

1 stop9h 20m

$650

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 1/20

5:18 am-2:56 pm

1 stop7h 38m

Bridgetown Grantley Adams Intl

Wed 1/27

7:00 am-3:33 pm

1 stop10h 33m

$655

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 1/20

8:05 am-10:28 pm

2 stops12h 23m

Bridgetown Grantley Adams Intl

Wed 1/27

7:00 am-6:35 pm

2 stops13h 35m

$660

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 1/20

8:00 am-10:28 pm

2 stops12h 28m

Bridgetown Grantley Adams Intl

Wed 1/27

7:00 am-5:51 pm

2 stops12h 51m

$660

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Mon 1/4

5:30 am-3:20 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Sun 1/10

4:30 pm-11:50 pm

1 stop9h 20m

$690

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 12/19

9:41 pm-2:05 pm

1 stop14h 24m

Bridgetown Grantley Adams Intl

Wed 12/23

3:15 pm-11:22 pm

1 stop10h 07m

$961

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 November is another great option to travel to Barbados, with average flight prices from Chicago averaging around $611.

How far in advance should I book a flight from Chicago to Barbados?

You are more likely to see cheaper flights to Barbados from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Barbados for around $702 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Barbados from Chicago for as low as $537 on momondo.

Can stopping save me money on Chicago to Barbados flights?

You could potentially save up to 12% 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

Fastest flight time	9h 09m
Direct flights	None

The fastest flight from Chicago to Barbados takes 9h 09m

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 August 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 $255	Free Cancellation	Rating 7.8 8,483 reviews	Search Delta flights
United Airlines	PriceFrom $529	Free Cancellation	Rating 7.4 10,059 reviews	Search United Airlines flights
American Airlines	PriceFrom $529	Free Cancellation	Rating 7.1 11,845 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 $391

Cheap flights from Chicago to Barbados from $181

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 8/28. 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

American Airlines flights from Chicago to Barbados

Our best American Airlines 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?

How far in advance should I book a flight from Chicago 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

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

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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

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According to popular flight searches on momondo this year