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Cheap flights from Chicago to Barbados from $177

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 11/24. 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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0 bags

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Cheap round-trip flights

Air Canada Logo
8:25 pm - 2:40 pmORD-BGI
17h 15m1 stop
Air Canada Logo
3:40 pm - 9:08 amBGI-ORD
18h 28m1 stop
$455Air Canada
Find Deal
Mon, Sep 8 - Mon, Sep 15
Air Canada Logo
8:25 pm - 2:40 pmORD-BGI
17h 15m1 stop
Air Canada Logo
3:40 pm - 9:51 amBGI-ORD
19h 11m2 stops
$457Air Canada
Find Deal
Mon, Sep 8 - Mon, Sep 15
Air Canada Logo
10:00 am - 2:25 pmORD-BGI
26h 25m1 stop
Air Canada Logo
4:05 pm - 1:01 pmBGI-ORD
22h 56m1 stop
$460Air Canada
Find Deal
Mon, Nov 10 - Wed, Nov 19
Air Canada Logo
2:00 pm - 2:25 pmORD-BGI
22h 25m1 stop
Air Canada Logo
4:05 pm - 2:55 pmBGI-ORD
24h 50m2 stops
$468Air Canada
Find Deal
Mon, Nov 10 - Wed, Nov 19
Air Canada Logo
8:25 pm - 2:40 pmORD-BGI
17h 15m1 stop
Air Canada Logo
3:40 pm - 9:08 amBGI-ORD
18h 28m1 stop
$469Air Canada
Find Deal
Tue, Sep 16 - Fri, Sep 26
JetBlue Logo
6:45 am - 3:10 pmORD-BGI
30h 25m1 stop
JetBlue Logo
2:50 pm - 10:45 pmBGI-ORD
9h 55m1 stop
$513JetBlue
Find Deal
Tue, Nov 11 - Sat, Nov 22
JetBlue Logo
8:34 am - 2:10 pmORD-BGI
28h 36m1 stop
JetBlue Logo
3:41 pm - 10:48 pmBGI-ORD
32h 07m1 stop
$538JetBlue
Find Deal
Sat, Oct 25 - Sat, Nov 1
American Airlines Logo
7:00 am - 10:11 pmORD-BGI
14h 11m1 stop
American Airlines Logo
7:00 am - 10:31 pmBGI-ORD
16h 31m1 stop
$539American Airlines
Find Deal
Wed, Oct 15 - Sat, Oct 25
American Airlines Logo
8:45 am - 10:11 pmORD-BGI
12h 26m2 stops
American Airlines Logo
2:10 pm - 7:25 amBGI-ORD
18h 15m1 stop
$544American Airlines
Find Deal
Wed, Oct 15 - Sat, Oct 25
American Airlines Logo
6:45 am - 10:11 pmORD-BGI
14h 26m2 stops
American Airlines Logo
7:00 am - 11:58 pmBGI-ORD
17h 58m1 stop
$549American Airlines
Find Deal
Tue, Oct 14 - Sun, Oct 19

Air Canada flights from Chicago to Barbados

Our best Air Canada deals on Chicago to Barbados flight tickets
Air Canada
Sep 8
ORD8:25 pmChicago O'Hare Intl
17h 15m
1 stop
BGI2:40 pmBridgetown Grantley Adams Intl
Sep 15
BGI3:40 pmBridgetown Grantley Adams Intl
18h 28m
1 stop
ORD9:08 amChicago O'Hare Intl
$455
Find similar
Air Canada
Sep 8
ORD8:25 pmChicago O'Hare Intl
17h 15m
1 stop
BGI2:40 pmBridgetown Grantley Adams Intl
Sep 15
BGI3:40 pmBridgetown Grantley Adams Intl
19h 11m
2 stops
ORD9:51 amChicago O'Hare Intl
$457
Find similar
Air Canada
Nov 10
ORD10:00 amChicago O'Hare Intl
26h 25m
1 stop
BGI2:25 pmBridgetown Grantley Adams Intl
Nov 19
BGI4:05 pmBridgetown Grantley Adams Intl
22h 56m
1 stop
ORD1:01 pmChicago O'Hare Intl
$460
Find similar

Delta flights from Chicago to Barbados

Our best Delta deals on Chicago to Barbados flight tickets
Delta
Aug 14
ORD5:45 amChicago O'Hare Intl
7h 35m
1 stop
BGI2:20 pmBridgetown Grantley Adams Intl
Aug 19
BGI3:30 pmBridgetown Grantley Adams Intl
18h 07m
1 stop
ORD8:37 amChicago O'Hare Intl
$833
Find similar
Delta
Aug 14
ORD5:45 amChicago O'Hare Intl
7h 35m
1 stop
BGI2:20 pmBridgetown Grantley Adams Intl
Aug 19
BGI3:30 pmBridgetown Grantley Adams Intl
19h 50m
2 stops
ORD10:20 amChicago O'Hare Intl
$838
Find similar
Delta
Aug 8
ORD5:08 pmChicago O'Hare Intl
20h 12m
2 stops
BGI2:20 pmBridgetown Grantley Adams Intl
Aug 19
BGI3:30 pmBridgetown Grantley Adams Intl
22h 15m
2 stops
ORD12:45 pmChicago O'Hare Intl
$883
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Chicago to Barbados that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Mon 9/8

8:25 pm-2:40 pm

1 stop17h 15m

Bridgetown Grantley Adams Intl

Mon 9/15

3:40 pm-9:08 am

1 stop18h 28m

$455

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Mon 9/8

8:25 pm-2:40 pm

1 stop17h 15m

Bridgetown Grantley Adams Intl

Mon 9/15

3:40 pm-9:51 am

2 stops19h 11m

$457

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Mon 11/10

10:00 am-2:25 pm

1 stop26h 25m

Bridgetown Grantley Adams Intl

Wed 11/19

4:05 pm-1:01 pm

1 stop22h 56m

$460

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Mon 11/10

2:00 pm-2:25 pm

1 stop22h 25m

Bridgetown Grantley Adams Intl

Wed 11/19

4:05 pm-2:55 pm

2 stops24h 50m

$468

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 9/16

8:25 pm-2:40 pm

1 stop17h 15m

Bridgetown Grantley Adams Intl

Fri 9/26

3:40 pm-9:08 am

1 stop18h 28m

$469

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 11/11

6:45 am-3:10 pm

1 stop30h 25m

Bridgetown Grantley Adams Intl

Sat 11/22

2:50 pm-10:45 pm

1 stop9h 55m

$513

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Sat 10/25

8:34 am-2:10 pm

1 stop28h 36m

Bridgetown Grantley Adams Intl

Sat 11/1

3:41 pm-10:48 pm

1 stop32h 07m

$538

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 10/15

7:00 am-10:11 pm

1 stop14h 11m

Bridgetown Grantley Adams Intl

Sat 10/25

7:00 am-10:31 pm

1 stop16h 31m

$539

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Wed 10/15

8:45 am-10:11 pm

2 stops12h 26m

Bridgetown Grantley Adams Intl

Sat 10/25

2:10 pm-7:25 am

1 stop18h 15m

$544

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/14

6:45 am-10:11 pm

2 stops14h 26m

Bridgetown Grantley Adams Intl

Sun 10/19

7:00 am-11:58 pm

1 stop17h 58m

$549

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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See travel insights to Barbados from

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

What is the cheapest month to fly to Barbados?

The month of December is another great option to travel to Barbados, with average flight prices from Chicago averaging around $636.

What is the cheapest day to depart on your flight to Barbados?

On average, the least expensive day to fly to Barbados from Chicago is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $693. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Barbados on Thursday is $836.

What is the cheapest time of day to depart on your flight to Barbados?

Our most recent data shows that the best time of day to fly to Barbados is in the afternoon. Flights from Chicago to Barbados during this time can be as low as $696. Flights in the morning are often more expensive with an average ticket price of $779.

How far in advance should I book a flight 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 $678 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 $572 on momondo.

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

$177

Fastest flight time

10h 30m

Direct flights

None

Airports in Barbados

1 airport
The best one-way flight to Barbados from Chicago in the past 72 hours is $177. The best round-trip flight deal from Chicago to Barbados found on momondo in the last 72 hours is $455.
The fastest flight from Chicago to Barbados takes 10h 30m
There are no direct flights from Chicago to Barbados. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Bridgetown Grantley Adams Intl Airport.
There is 1 airport near Barbados: Bridgetown Grantley Adams Intl (BGI)
Search flight deals

  • 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?

  • 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
DeltaPriceFrom $470Free CancellationRating
8.0
7,981 reviews
Search Delta flights
Air CanadaPriceFrom $520Free CancellationRating
7.1
9,851 reviews
Search Air Canada flights
American AirlinesPriceFrom $538Free CancellationRating
7.2
10,000 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.

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Popular cities in Barbados

Popular flights according to clicks in the last 7 days on momondo
Flights to Bridgetownfrom $324