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Cheap flights from Barbados to Chicago from $316

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Barbados to Chicago departing on 11/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Barbados to Chicago

Recent round-trip flight deals from Barbados to Chicago

Enter your travel dates to find the best prices.
Air Canada Logo
4:20 pm - 9:00 amBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
17h 40m1 stop Toronto Pearson Intl
Air Canada Logo
3:40 pm - 2:45 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
22h 05m1 stop Montreal Pierre Elliott Trudeau Intl
$448Air Canada
Sat, Oct 17 - Sat, Oct 24
Air Canada Logo
4:20 pm - 9:00 amBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
17h 40m1 stop Toronto Pearson Intl
Air Canada Logo
3:40 pm - 1:25 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
20h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$456Air Canada
Sat, Oct 17 - Sat, Oct 24
Air Canada Logo
4:20 pm - 7:48 pmBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
28h 28m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 3:25 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
22h 40m1 stop Toronto Pearson Intl
$463Air Canada
Thu, Oct 8 - Sat, Oct 17
Air Canada Logo
4:20 pm - 7:48 pmBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
28h 28m1 stop Toronto Pearson Intl
Air Canada Logo
11:05 am - 3:25 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
27h 20m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$466Air Canada
Thu, Oct 8 - Sat, Oct 17
Air Canada Logo
4:20 pm - 7:48 pmBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
28h 28m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 3:25 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
22h 40m1 stop Toronto Pearson Intl
$478Air Canada
Thu, Oct 8 - Sat, Oct 17
Air Canada Logo
4:20 pm - 7:48 pmBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
28h 28m1 stop Toronto Pearson Intl
Air Canada Logo
11:05 am - 3:25 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
27h 20m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$482Air Canada
Thu, Oct 8 - Sat, Oct 17
Air Canada Logo
4:20 pm - 7:48 pmBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
28h 28m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 2:45 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
22h 00m1 stop Montreal Pierre Elliott Trudeau Intl
$504Air Canada
Sun, Oct 18 - Sun, Oct 25
Air Canada Logo
4:20 pm - 7:48 pmBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
28h 28m1 stop Toronto Pearson Intl
Air Canada Logo
8:45 am - 2:45 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
29h 00m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$512Air Canada
Sun, Oct 18 - Sun, Oct 25
Air Canada Logo
4:20 pm - 10:17 amBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
18h 57m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
9:05 pm - 2:45 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
16h 40m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$525Air Canada
Sun, Oct 18 - Sun, Oct 25
Air Canada Logo
4:20 pm - 11:21 amBGI  Bridgetown Grantley Adams Intl-ORD Chicago O'Hare Intl
44h 01m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:40 pm - 3:25 pmORD  Chicago O'Hare Intl-BGI Bridgetown Grantley Adams Intl
22h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$528Air Canada
Thu, Oct 8 - Sat, Oct 17

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Air Canada flights from Barbados to Chicago

Our best Air Canada deals on Barbados to Chicago flight tickets
Air Canada
Oct 17
BGI4:20 pmBridgetown Grantley Adams Intl
17h 40m
1 stop
ORD9:00 amChicago O'Hare Intl
Oct 24
ORD3:40 pmChicago O'Hare Intl
22h 05m
1 stop
BGI2:45 pmBridgetown Grantley Adams Intl
$448
Air Canada
Oct 17
BGI4:20 pmBridgetown Grantley Adams Intl
17h 40m
1 stop
ORD9:00 amChicago O'Hare Intl
Oct 24
ORD3:40 pmChicago O'Hare Intl
20h 45m
2 stops
BGI1:25 pmBridgetown Grantley Adams Intl
$456
Air Canada
Oct 8
BGI4:20 pmBridgetown Grantley Adams Intl
28h 28m
1 stop
ORD7:48 pmChicago O'Hare Intl
Oct 17
ORD3:45 pmChicago O'Hare Intl
22h 40m
1 stop
BGI3:25 pmBridgetown Grantley Adams Intl
$463

American Airlines flights from Barbados to Chicago

Our best American Airlines deals on Barbados to Chicago flight tickets
American Airlines
Jan 12
BGI7:00 amBridgetown Grantley Adams Intl
19h 38m
1 stop
ORD12:38 amChicago O'Hare Intl
Jan 20
ORD6:00 amChicago O'Hare Intl
14h 28m
1 stop
BGI10:28 pmBridgetown Grantley Adams Intl
$689
American Airlines
Jan 12
BGI7:00 amBridgetown Grantley Adams Intl
15h 06m
2 stops
ORD8:06 pmChicago O'Hare Intl
Jan 20
ORD5:05 amChicago O'Hare Intl
8h 25m
1 stop
BGI3:30 pmBridgetown Grantley Adams Intl
$694
American Airlines
Aug 20
BGI4:04 pmBridgetown Grantley Adams Intl
18h 56m
1 stop
ORD10:00 amChicago O'Hare Intl
Aug 22
ORD8:53 pmChicago O'Hare Intl
16h 01m
1 stop
BGI1:54 pmBridgetown Grantley Adams Intl
$1,302

momondo Fare Finder

 
Customize your flight search to find flights from Barbados to Chicago 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 August 17, 2026.
Use the filters below to find and compare flights from Barbados to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Sat 10/17

4:20 pm-9:00 am

1 stop17h 40m

Chicago O'Hare Intl

Sat 10/24

3:40 pm-2:45 pm

1 stop22h 05m

$448

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Sat 10/17

4:20 pm-9:00 am

1 stop17h 40m

Chicago O'Hare Intl

Sat 10/24

3:40 pm-1:25 pm

2 stops20h 45m

$456

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Thu 10/8

4:20 pm-7:48 pm

1 stop28h 28m

Chicago O'Hare Intl

Sat 10/17

3:45 pm-3:25 pm

1 stop22h 40m

$463

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Thu 10/8

4:20 pm-7:48 pm

1 stop28h 28m

Chicago O'Hare Intl

Sat 10/17

11:05 am-3:25 pm

2 stops27h 20m

$466

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Thu 10/8

4:20 pm-7:48 pm

1 stop28h 28m

Chicago O'Hare Intl

Sat 10/17

3:45 pm-3:25 pm

1 stop22h 40m

$478

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Thu 10/8

4:20 pm-7:48 pm

1 stop28h 28m

Chicago O'Hare Intl

Sat 10/17

11:05 am-3:25 pm

2 stops27h 20m

$482

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Sun 10/18

4:20 pm-7:48 pm

1 stop28h 28m

Chicago O'Hare Intl

Sun 10/25

3:45 pm-2:45 pm

1 stop22h 00m

$504

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Sun 10/18

4:20 pm-7:48 pm

1 stop28h 28m

Chicago O'Hare Intl

Sun 10/25

8:45 am-2:45 pm

2 stops29h 00m

$512
Quickest round-trip

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Sun 10/18

4:20 pm-10:17 am

2 stops18h 57m

Chicago O'Hare Intl

Sun 10/25

9:05 pm-2:45 pm

2 stops16h 40m

$525

BridgetownChicago

BGI Bridgetown Grantley Adams Intl - ORD Chicago O'Hare Intl

BGIORD

Bridgetown Grantley Adams Intl

Thu 10/8

4:20 pm-11:21 am

2 stops44h 01m

Chicago O'Hare Intl

Sat 10/17

3:40 pm-3:25 pm

2 stops22h 45m

$528

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
1
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See travel insights to Chicago from

How to get the cheapest flight ticket from Barbados to Chicago

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

Can stopping save me money on Barbados to Chicago flights?

You could potentially save up to 46% on your flight if you consider stops on a Barbados to Chicago flight.

Cheap Barbados to Chicago flight deals and tips

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

Best Price Found

$316

Fastest flight time

9h 17m

Direct flights

None
The best one-way flight to Chicago from Barbados in the past 72 hours is $316. The best round-trip flight deal from Barbados to Chicago found on momondo in the last 72 hours is $448.
The fastest flight from Barbados to Chicago takes 9h 17m
There are no direct flights from Barbados to Chicago. There are no popular flight routes from Barbados to Chicago.
Search flight deals

Frequently asked questions about flying from Barbados to Chicago

  • When did momondo last update prices for flights from Barbados to Chicago?

    Prices for flights from Barbados to Chicago are updated daily.

  • How old do you have to be to fly from Barbados to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Barbados to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Barbados to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Barbados to Chicago for you.

Can I find flights from Barbados to Chicago with flexible booking policies on momondo?

All flight searches from Barbados to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Barbados to Chicago?

Once all potential Barbados to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Barbados to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Barbados to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport