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 77% 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 May 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.

$141 Cheap Flights from Chicago to Barbados in 2026

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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

4:20 pm - 9:00 am

BGI

ORD

17h 40m

1 stop

$388Air Canada

Sat, Sep 19 - Sat, Sep 26

3:40 pm - 3:25 pm

ORD

BGI

22h 45m

2 stops

4:20 pm - 9:00 am

BGI

ORD

17h 40m

1 stop

$392Air Canada

Sat, Sep 19 - Sat, Sep 26

6:21 pm - 3:25 pm

ORD

BGI

20h 04m

2 stops

4:20 pm - 9:00 am

BGI

ORD

17h 40m

1 stop

$393Air Canada

Fri, Sep 11 - Sat, Sep 19

6:21 pm - 3:25 pm

ORD

BGI

20h 04m

2 stops

4:20 pm - 10:17 am

BGI

ORD

18h 57m

2 stops

$397Air Canada

Fri, Sep 11 - Sat, Sep 19

9:50 am - 3:25 pm

ORD

BGI

28h 35m

1 stop

4:20 pm - 9:00 am

BGI

ORD

17h 40m

1 stop

$398Air Canada

Sun, Oct 18 - Thu, Oct 22

3:40 pm - 3:25 pm

ORD

BGI

22h 45m

2 stops

4:20 pm - 11:20 am

BGI

ORD

20h 00m

2 stops

$400Air Canada

Sat, Oct 17 - Wed, Oct 21

9:50 am - 3:25 pm

ORD

BGI

28h 35m

1 stop

4:20 pm - 8:12 pm

BGI

ORD

28h 52m

2 stops

$402Air Canada

Sun, Oct 18 - Thu, Oct 22

5:35 pm - 3:25 pm

ORD

BGI

20h 50m

1 stop

4:20 pm - 9:00 am

BGI

ORD

17h 40m

1 stop

$413Air Canada

Sat, Oct 10 - Sat, Oct 17

6:21 pm - 3:25 pm

ORD

BGI

44h 04m

2 stops

4:20 pm - 7:44 am

BGI

ORD

16h 24m

2 stops

$416Air Canada

Thu, Sep 10 - Mon, Sep 14

3:40 pm - 3:25 pm

ORD

BGI

22h 45m

2 stops

4:20 pm - 9:00 am

BGI

ORD

17h 40m

1 stop

$417Air Canada

Sat, Oct 10 - Sat, Oct 17

Air Canada flights from Chicago to Barbados

Our best Air Canada deals on Chicago to Barbados flight tickets

Air Canada

Sep 19

ORD8:40 pmChicago O'Hare Intl

17h 45m

1 stop

BGI3:25 pmBridgetown Grantley Adams Intl

Sep 26

BGI4:20 pmBridgetown Grantley Adams Intl

17h 40m

1 stop

ORD9:00 amChicago O'Hare Intl

$388

Air Canada

Sep 19

ORD3:40 pmChicago O'Hare Intl

22h 45m

2 stops

BGI3:25 pmBridgetown Grantley Adams Intl

Sep 26

BGI4:20 pmBridgetown Grantley Adams Intl

17h 40m

1 stop

ORD9:00 amChicago O'Hare Intl

$392

Air Canada

Sep 11

ORD6:21 pmChicago O'Hare Intl

20h 04m

2 stops

BGI3:25 pmBridgetown Grantley Adams Intl

Sep 19

BGI4:20 pmBridgetown Grantley Adams Intl

17h 40m

1 stop

ORD9:00 amChicago O'Hare Intl

$393

American Airlines flights from Chicago to Barbados

Our best American Airlines deals on Chicago to Barbados flight tickets

American Airlines

May 8

ORD5:00 amChicago O'Hare Intl

9h 32m

1 stop

BGI3:32 pmBridgetown Grantley Adams Intl

Jun 10

BGI8:01 amBridgetown Grantley Adams Intl

16h 29m

1 stop

ORD11:30 pmChicago O'Hare Intl

$957

American Airlines

May 8

ORD6:41 pmChicago O'Hare Intl

18h 15m

1 stop

BGI1:56 pmBridgetown Grantley Adams Intl

Jun 10

BGI8:01 amBridgetown Grantley Adams Intl

11h 48m

2 stops

ORD6:49 pmChicago O'Hare Intl

$962

American Airlines

May 10

ORD5:00 amChicago O'Hare Intl

15h 16m

1 stop

BGI9:16 pmBridgetown Grantley Adams Intl

Aug 19

BGI4:05 pmBridgetown Grantley Adams Intl

17h 55m

1 stop

ORD9:00 amChicago O'Hare Intl

$1,062

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 9/19

8:40 pm-3:25 pm

1 stop17h 45m

Bridgetown Grantley Adams Intl

Sat 9/26

4:20 pm-9:00 am

1 stop17h 40m

$388

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 9/19

3:40 pm-3:25 pm

2 stops22h 45m

Bridgetown Grantley Adams Intl

Sat 9/26

4:20 pm-9:00 am

1 stop17h 40m

$392

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Fri 9/11

6:21 pm-3:25 pm

2 stops20h 04m

Bridgetown Grantley Adams Intl

Sat 9/19

4:20 pm-9:00 am

1 stop17h 40m

$393

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Fri 9/11

6:21 pm-3:25 pm

2 stops20h 04m

Bridgetown Grantley Adams Intl

Sat 9/19

4:20 pm-10:17 am

2 stops18h 57m

$397

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 10/18

9:50 am-3:25 pm

1 stop28h 35m

Bridgetown Grantley Adams Intl

Thu 10/22

4:20 pm-9:00 am

1 stop17h 40m

$398

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 10/17

3:40 pm-3:25 pm

2 stops22h 45m

Bridgetown Grantley Adams Intl

Wed 10/21

4:20 pm-11:20 am

2 stops20h 00m

$400

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sun 10/18

9:50 am-3:25 pm

1 stop28h 35m

Bridgetown Grantley Adams Intl

Thu 10/22

4:20 pm-8:12 pm

2 stops28h 52m

$402

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 10/10

5:35 pm-3:25 pm

1 stop20h 50m

Bridgetown Grantley Adams Intl

Sat 10/17

4:20 pm-9:00 am

1 stop17h 40m

$413

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Thu 9/10

6:21 pm-3:25 pm

2 stops44h 04m

Bridgetown Grantley Adams Intl

Mon 9/14

4:20 pm-7:44 am

2 stops16h 24m

$416

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 10/10

3:40 pm-3:25 pm

2 stops22h 45m

Bridgetown Grantley Adams Intl

Sat 10/17

4:20 pm-9:00 am

1 stop17h 40m

$417

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 March is another great option to travel to Barbados, with average flight prices from Chicago averaging around $194.

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 week ahead of your departure date. In general, you can expect to find flights to Barbados for around $638 when searching week 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 $532 on momondo.

Can stopping save me money on Chicago to Barbados flights?

You could potentially save up to 18% 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	14h 30m
Direct flights	None

The fastest flight from Chicago to Barbados takes 14h 30m

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 May 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 7.9 8,460 reviews	Search Delta flights
American Airlines	PriceFrom $495	Free Cancellation	Rating 7.1 11,672 reviews	Search American Airlines flights
United Airlines	PriceFrom $529	Free Cancellation	Rating 7.4 9,681 reviews	Search United 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 $304

Cheap flights from Chicago to Barbados from $141

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 9/19. 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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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

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

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.

Complete your trip to Barbados

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According to popular flight searches on momondo this year