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 73% 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.

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

Air Canada and JetBlue are the most popular carriers operating 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 June 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.

$237 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 - 2:55 pm

BGI

ORD

24h 05m

1 stop

$481Air Canada

Tue, Oct 20 - Mon, Oct 26

5:35 pm - 3:25 pm

ORD

BGI

20h 50m

1 stop

3:50 pm - 2:55 pm

BGI

ORD

24h 05m

1 stop

$482Air Canada

Tue, Oct 20 - Mon, Oct 26

3:40 pm - 3:25 pm

ORD

BGI

22h 45m

2 stops

3:50 pm - 11:10 am

BGI

ORD

20h 20m

1 stop

$485Air Canada

Tue, Oct 20 - Mon, Oct 26

3:40 pm - 3:25 pm

ORD

BGI

22h 45m

2 stops

3:50 pm - 2:55 pm

BGI

ORD

24h 05m

1 stop

$486Air Canada

Tue, Oct 20 - Mon, Oct 26

7:15 am - 3:45 pm

ORD

BGI

31h 30m

1 stop

4:10 pm - 12:56 pm

BGI

ORD

22h 46m

1 stop

$488Air Canada

Sat, Oct 31 - Sat, Nov 7

6:21 pm - 3:25 pm

ORD

BGI

20h 04m

2 stops

3:50 pm - 8:16 pm

BGI

ORD

29h 26m

2 stops

$491Air Canada

Tue, Oct 20 - Mon, Oct 26

1:55 pm - 3:25 pm

ORD

BGI

24h 30m

2 stops

3:50 pm - 8:16 pm

BGI

ORD

29h 26m

2 stops

$492Air Canada

Tue, Oct 20 - Mon, Oct 26

2:00 pm - 3:45 pm

ORD

BGI

24h 45m

2 stops

4:10 pm - 11:10 am

BGI

ORD

21h 00m

2 stops

$497Air Canada

Sat, Oct 31 - Sat, Nov 7

5:35 pm - 3:25 pm

ORD

BGI

20h 50m

1 stop

4:20 pm - 9:00 am

BGI

ORD

17h 40m

1 stop

$514Air 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

$517Air Canada

Sat, Sep 19 - Sat, Sep 26

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JetBlue flights from Chicago to Barbados

Our best JetBlue deals on Chicago to Barbados flight tickets

JetBlue

Aug 22

ORD6:00 amChicago O'Hare Intl

8h 39m

1 stop

BGI3:39 pmBridgetown Grantley Adams Intl

Aug 29

BGI1:30 pmBridgetown Grantley Adams Intl

20h 18m

2 stops

ORD8:48 amChicago O'Hare Intl

$588

JetBlue

Aug 22

ORD6:00 amChicago O'Hare Intl

8h 39m

1 stop

BGI3:39 pmBridgetown Grantley Adams Intl

Aug 29

BGI1:30 pmBridgetown Grantley Adams Intl

20h 18m

2 stops

ORD8:48 amChicago O'Hare Intl

$598

JetBlue

Aug 22

ORD6:00 amChicago O'Hare Intl

8h 39m

1 stop

BGI3:39 pmBridgetown Grantley Adams Intl

Aug 29

BGI1:30 pmBridgetown Grantley Adams Intl

20h 18m

2 stops

ORD8:48 amChicago O'Hare Intl

$603

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 05m

1 stop

ORD2:55 pmChicago O'Hare Intl

$481

Air Canada

Oct 20

ORD5:35 pmChicago O'Hare Intl

20h 50m

1 stop

BGI3:25 pmBridgetown Grantley Adams Intl

Oct 26

BGI3:50 pmBridgetown Grantley Adams Intl

24h 05m

1 stop

ORD2:55 pmChicago O'Hare Intl

$482

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 20m

1 stop

ORD11:10 amChicago O'Hare Intl

$485

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-2:55 pm

1 stop24h 05m

$481

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/20

5:35 pm-3:25 pm

1 stop20h 50m

Bridgetown Grantley Adams Intl

Mon 10/26

3:50 pm-2:55 pm

1 stop24h 05m

$482

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/20

3:40 pm-3:25 pm

2 stops22h 45m

Bridgetown Grantley Adams Intl

Mon 10/26

3:50 pm-11:10 am

1 stop20h 20m

$485

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/20

3:40 pm-3:25 pm

2 stops22h 45m

Bridgetown Grantley Adams Intl

Mon 10/26

3:50 pm-2:55 pm

1 stop24h 05m

$486

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 10/31

7:15 am-3:45 pm

1 stop31h 30m

Bridgetown Grantley Adams Intl

Sat 11/7

4:10 pm-12:56 pm

1 stop22h 46m

$488

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/20

6:21 pm-3:25 pm

2 stops20h 04m

Bridgetown Grantley Adams Intl

Mon 10/26

3:50 pm-8:16 pm

2 stops29h 26m

$491

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/20

1:55 pm-3:25 pm

2 stops24h 30m

Bridgetown Grantley Adams Intl

Mon 10/26

3:50 pm-8:16 pm

2 stops29h 26m

$492

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 10/31

2:00 pm-3:45 pm

2 stops24h 45m

Bridgetown Grantley Adams Intl

Sat 11/7

4:10 pm-11:10 am

2 stops21h 00m

$497

Quickest round-trip

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 9/19

5:35 pm-3:25 pm

1 stop20h 50m

Bridgetown Grantley Adams Intl

Sat 9/26

4:20 pm-9:00 am

1 stop17h 40m

$514

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

$517

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 weeks ahead of your departure date. In general, you can expect to find flights to Barbados for around $657 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 $608 on momondo.

Can stopping save me money on Chicago to Barbados flights?

You could potentially save up to 38% 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	8h 39m
Direct flights	None

The fastest flight from Chicago to Barbados takes 8h 39m

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

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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 June 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 8,417 reviews	Search Delta flights
United Airlines	PriceFrom $529	Free Cancellation	Rating 7.4 9,860 reviews	Search United Airlines flights
American Airlines	PriceFrom $539	Free Cancellation	Rating 7.1 11,703 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 $364

Cheap flights from Chicago to Barbados from $237

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 7/14. 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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JetBlue flights from Chicago to Barbados

Our best JetBlue deals on Chicago to Barbados flight tickets

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?

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

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Fly your favorite airline to Barbados

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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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