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Cheap flights from Chicago to Barbados from $175

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 10/24. 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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Find the cheapest flights from Chicago to Barbados

Cheap round-trip flights

Air Canada Logo
8:25 pm - 2:40 pmORD-BGI
17h 15m1 stop
Air Canada Logo
3:40 pm - 9:09 amBGI-ORD
18h 29m1 stop
$392Air Canada
Find Deal
jue., oct. 2 - mar., oct. 7
Air Canada Logo
8:15 pm - 2:25 pmORD-BGI
16h 10m1 stop
Air Canada Logo
4:00 pm - 11:18 amBGI-ORD
21h 18m2 stops
$396Air Canada
Find Deal
mar., nov. 11 - mar., nov. 18
Air Canada Logo
6:00 pm - 2:40 pmORD-BGI
19h 40m2 stops
Air Canada Logo
3:40 pm - 9:51 amBGI-ORD
19h 11m2 stops
$397Air Canada
Find Deal
jue., oct. 2 - mar., oct. 7
Air Canada Logo
6:05 pm - 2:25 pmORD-BGI
18h 20m2 stops
Air Canada Logo
4:00 pm - 11:18 amBGI-ORD
21h 18m2 stops
$401Air Canada
Find Deal
mar., nov. 11 - mar., nov. 18
American Airlines Logo
6:00 am - 10:11 pmORD-BGI
15h 11m1 stop
American Airlines Logo
3:00 pm - 11:58 pmBGI-ORD
9h 58m1 stop
$463American Airlines
Find Deal
mar., oct. 14 - mar., oct. 21
American Airlines Logo
8:11 am - 10:11 pmORD-BGI
13h 00m2 stops
American Airlines Logo
7:00 am - 5:34 pmBGI-ORD
11h 34m2 stops
$468American Airlines
Find Deal
mar., oct. 14 - mar., oct. 21
JetBlue Logo
9:00 am - 3:22 pmORD-BGI
28h 22m1 stop
JetBlue Logo
4:50 pm - 9:33 pmBGI-ORD
30h 43m1 stop
$520JetBlue
Find Deal
mar., ene. 13 - mar., feb. 24
Multiple Airlines Logo
11:12 am - 4:50 pmORD-BGI
28h 38m3 stops
Multiple Airlines Logo
4:00 pm - 8:00 pmBGI-ORD
29h 00m2 stops
$530Multiple Airlines
Find Deal
sáb., oct. 25 - jue., oct. 30
JetBlue Logo
2:20 pm - 3:22 pmORD-BGI
23h 02m1 stop
JetBlue Logo
4:50 pm - 11:24 amBGI-ORD
20h 34m2 stops
$537JetBlue
Find Deal
mar., ene. 13 - mar., feb. 24
Delta Logo
5:50 am - 3:20 pmORD-BGI
7h 30m1 stop
Delta Logo
4:30 pm - 11:54 pmBGI-ORD
9h 24m1 stop
$539Delta
Find Deal
lun., ene. 5 - lun., ene. 12

Air Canada flights from Chicago to Barbados

Our best Air Canada deals on Chicago to Barbados flight tickets
Air Canada
Oct 2
ORD8:25 pmChicago O'Hare Intl
17h 15m
1 stop
BGI2:40 pmBridgetown Grantley Adams Intl
Oct 7
BGI3:40 pmBridgetown Grantley Adams Intl
18h 29m
1 stop
ORD9:09 amChicago O'Hare Intl
$392
Find similar
Air Canada
Nov 11
ORD8:15 pmChicago O'Hare Intl
16h 10m
1 stop
BGI2:25 pmBridgetown Grantley Adams Intl
Nov 18
BGI4:00 pmBridgetown Grantley Adams Intl
21h 18m
2 stops
ORD11:18 amChicago O'Hare Intl
$396
Find similar
Air Canada
Oct 2
ORD6:00 pmChicago O'Hare Intl
19h 40m
2 stops
BGI2:40 pmBridgetown Grantley Adams Intl
Oct 7
BGI3:40 pmBridgetown Grantley Adams Intl
19h 11m
2 stops
ORD9:51 amChicago O'Hare Intl
$397
Find similar

American Airlines flights from Chicago to Barbados

Our best American Airlines deals on Chicago to Barbados flight tickets
American Airlines
Oct 14
ORD6:00 amChicago O'Hare Intl
15h 11m
1 stop
BGI10:11 pmBridgetown Grantley Adams Intl
Oct 21
BGI3:00 pmBridgetown Grantley Adams Intl
9h 58m
1 stop
ORD11:58 pmChicago O'Hare Intl
$463
Find similar
American Airlines
Oct 14
ORD8:11 amChicago O'Hare Intl
13h 00m
2 stops
BGI10:11 pmBridgetown Grantley Adams Intl
Oct 21
BGI7:00 amBridgetown Grantley Adams Intl
11h 34m
2 stops
ORD5:34 pmChicago O'Hare Intl
$468
Find similar
American Airlines
Sep 24
ORD8:38 amChicago O'Hare Intl
12h 39m
2 stops
BGI10:17 pmBridgetown Grantley Adams Intl
Oct 2
BGI7:00 amBridgetown Grantley Adams Intl
13h 16m
2 stops
ORD7:16 pmChicago O'Hare Intl
$508
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 septiembre 16, 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

jue. 10/2

8:25 pm-2:40 pm

1 stop17h 15m

Bridgetown Grantley Adams Intl

mar. 10/7

3:40 pm-9:09 am

1 stop18h 29m

$392

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

mar. 11/11

8:15 pm-2:25 pm

1 stop16h 10m

Bridgetown Grantley Adams Intl

mar. 11/18

4:00 pm-11:18 am

2 stops21h 18m

$396

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

jue. 10/2

6:00 pm-2:40 pm

2 stops19h 40m

Bridgetown Grantley Adams Intl

mar. 10/7

3:40 pm-9:51 am

2 stops19h 11m

$397

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

mar. 11/11

6:05 pm-2:25 pm

2 stops18h 20m

Bridgetown Grantley Adams Intl

mar. 11/18

4:00 pm-11:18 am

2 stops21h 18m

$401

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

mar. 10/14

6:00 am-10:11 pm

1 stop15h 11m

Bridgetown Grantley Adams Intl

mar. 10/21

3:00 pm-11:58 pm

1 stop9h 58m

$463

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

mar. 10/14

8:11 am-10:11 pm

2 stops13h 00m

Bridgetown Grantley Adams Intl

mar. 10/21

7:00 am-5:34 pm

2 stops11h 34m

$468

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

mar. 1/13

9:00 am-3:22 pm

1 stop28h 22m

Bridgetown Grantley Adams Intl

mar. 2/24

4:50 pm-9:33 pm

1 stop30h 43m

$520

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

sáb. 10/25

11:12 am-4:50 pm

3 stops28h 38m

Bridgetown Grantley Adams Intl

jue. 10/30

4:00 pm-8:00 pm

2 stops29h 00m

$530

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

mar. 1/13

2:20 pm-3:22 pm

1 stop23h 02m

Bridgetown Grantley Adams Intl

mar. 2/24

4:50 pm-11:24 am

2 stops20h 34m

$537

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

lun. 1/5

5:50 am-3:20 pm

1 stop7h 30m

Bridgetown Grantley Adams Intl

lun. 1/12

4:30 pm-11:54 pm

1 stop9h 24m

$539

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 September is another great option to travel to Barbados, with average flight prices from Chicago averaging around $656.

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 $669 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

Direct flights

None
There are no direct flights from Chicago to Barbados. There are no popular flight routes from Chicago to Barbados.
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  • 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 $404Free CancellationRating
7.9
7,957 reviews
Search Delta flights
American AirlinesPriceFrom $522Free 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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