$192+ Cheap flights from Chicago (CHI) to Barbados
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BGI
Aug 23 — Aug 301
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Barbados with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Barbados
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Best
Last-minute
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Cheapest flights from Chicago to BarbadosExplore the most affordable flight options available from Chicago to Barbados. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 24, 2026.
Explore the most affordable flight options available from Chicago to Barbados. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 24, 2026.
This Air Canada deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:35 pm
ORD
- BGI
1 stop20h 50m
Air Canada
Sat 9/264:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 7/20![Air Canada logo]()
$398
This Orbitz deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:50 am
ORD
- BGI
1 stop28h 35m
Air Canada
Fri 10/94:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 7/24![Air Canada logo]()
$407
This Air Canada deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/203:40 pm
ORD
- BGI
2 stops22h 45m
Air Canada
Sat 9/264:20 pm
BGI
- ORD
2 stops16h 24m
Air Canada
Deal found 7/19![Air Canada logo]()
$423
This Air Canada deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:40 pm
ORD
- BGI
2 stops22h 45m
Air Canada
Fri 10/234:20 pm
BGI
- ORD
2 stops18h 57m
Air Canada
Deal found 7/23![Air Canada logo]()
$438
Best flights from Chicago to BarbadosDiscover carefully curated flight deals from Chicago to Barbados that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 24, 2026.
Discover carefully curated flight deals from Chicago to Barbados that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 24, 2026.
This Air Canada deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:40 pm
ORD
- BGI
1 stop17h 45m
Air Canada
Tue 10/134:20 pm
BGI
- ORD
2 stops18h 57m
Air Canada
Deal found 7/23![Air Canada logo]()
$484
This Copa Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/147:35 am
ORD
- BGI
1 stop27h 49m
Copa Airlines
Wed 1/202:24 pm
BGI
- ORD
1 stop24h 22m
Copa Airlines
Deal found 7/20![Copa Airlines logo]()
$618
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/205:30 am
ORD
- BGI
1 stop7h 50m
Delta
Wed 1/274:30 pm
BGI
- ORD
1 stop9h 20m
Delta
Deal found 7/21![Delta logo]()
$650
This Expedia deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
ORD
- BGI
1 stop9h 09m
JetBlue
Thu 8/275:19 pm
BGI
- ORD
1 stop29h 39m
JetBlue
Deal found 7/20![JetBlue logo]()
$653
This Mytrip deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/209:41 am
ORD
- BGI
3 stops28h 04m
Multiple Airlines
Wed 1/274:50 pm
BGI
- ORD
2 stops22h 21m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$683
This Travelocity deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/197:05 am
ORD
- BGI
1 stop30h 40m
Air Canada
Mon 1/254:50 pm
BGI
- ORD
2 stops22h 21m
Air Canada
Deal found 7/24![Air Canada logo]()
$518
This Copa Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/177:35 am
ORD
- BGI
1 stop27h 49m
Copa Airlines
Fri 1/222:24 pm
BGI
- ORD
1 stop11h 43m
Copa Airlines
Deal found 7/24![Copa Airlines logo]()
$618
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/55:30 am
ORD
- BGI
1 stop7h 50m
Delta
Fri 1/154:30 pm
BGI
- ORD
1 stop9h 20m
Delta
Deal found 7/22![Delta logo]()
$650
This Copa Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/82:13 pm
ORD
- BGI
1 stop21h 18m
Copa Airlines
Sat 12/122:31 pm
BGI
- ORD
1 stop24h 15m
Copa Airlines
Deal found 7/22![Copa Airlines logo]()
$721
Last-minute flights from Chicago to BarbadosDiscover last-minute flight deals from Chicago to Barbados. Data last updated July 24, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Barbados. Data last updated July 24, 2026 and is based on user searches.
This Orbitz deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
ORD
- BGI
1 stop9h 09m
Multiple Airlines
Wed 8/264:20 pm
BGI
- ORD
1 stop17h 35m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$682
This Expedia deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
ORD
- BGI
1 stop9h 09m
JetBlue
Thu 8/275:19 pm
BGI
- ORD
1 stop29h 39m
JetBlue
Deal found 7/20![JetBlue logo]()
$653
This Justfly.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:20 pm
ORD
- BGI
1 stop14h 42m
JetBlue
Fri 8/285:19 pm
BGI
- ORD
1 stop16h 27m
JetBlue
Deal found 7/22![JetBlue logo]()
$650
This Orbitz deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:50 pm
ORD
- BGI
1 stop17h 35m
Air Canada
Sat 8/294:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 7/20![Air Canada logo]()
$621
This Justfly.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
ORD
- BGI
1 stop8h 50m
JetBlue
Sat 8/295:15 pm
BGI
- ORD
1 stop16h 37m
JetBlue
Deal found 7/22![JetBlue logo]()
$659
This Expedia deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am
ORD
- BGI
1 stop9h 09m
JetBlue
Tue 9/85:19 pm
BGI
- ORD
1 stop19h 28m
JetBlue
Deal found 7/22![JetBlue logo]()
$645
One-way flights from Chicago to BarbadosSearch for one-way flight options from Chicago to Barbados. Find affordable one-way fares based on user searches. Data last updated July 24, 2026.
Search for one-way flight options from Chicago to Barbados. Find affordable one-way fares based on user searches. Data last updated July 24, 2026.
This Justfly.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:25 am
ORD
- BGI
1 stop31h 00m
Air Canada
Deal found 7/22![Air Canada logo]()
$192
This Justfly.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
ORD
- BGI
1 stop8h 50m
JetBlue
Deal found 7/21![JetBlue logo]()
$254
This Expedia deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:50 pm
ORD
- BGI
1 stop15h 35m
Air Canada
Deal found 7/20![Air Canada logo]()
$286
This Air Canada deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:50 pm
ORD
- BGI
1 stop17h 35m
Air Canada
Deal found 7/19![Air Canada logo]()
$309
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/319:49 pm
ORD
- BGI
1 stop16h 51m
United Airlines
Deal found 7/23![United Airlines logo]()
$313
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/18:30 pm
ORD
- BGI
1 stop17h 50m
United Airlines
Deal found 7/24![United Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:30 am
ORD
- BGI
2 stops14h 24m
American Airlines
Deal found 7/21![American Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/247:53 pm
ORD
- BGI
3 stops35h 02m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$586
This Booking.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/62:15 pm
ORD
- BGI
3 stops19h 25m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$602
Find flight deals from Chicago to Barbados
Keep the following information in mind while searching for Chicago to Barbados flight deals. Data was last updated July 24, 2026.
Round-trip from | $398 (Air Canada) |
|---|---|
One-way from | $192 (Justfly.com) |
Popular in | October |
Cheapest in | November |
Average price | $966 |
Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated July 24, 2026.
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
Cheapest round-trip
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Wed 10/7
8:40 pm-3:25 pm
1 stop17h 45m
Bridgetown Grantley Adams Intl
Tue 10/13
4:20 pm-10:17 am
2 stops18h 57m
$484
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Tue 1/19
7:05 am-3:45 pm
1 stop30h 40m
Bridgetown Grantley Adams Intl
Mon 1/25
4:50 pm-1:11 pm
2 stops22h 21m
$518
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Thu 1/14
7:35 am-1:24 pm
1 stop27h 49m
Bridgetown Grantley Adams Intl
Wed 1/20
2:24 pm-12:46 pm
1 stop24h 22m
$618
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Sun 1/17
7:35 am-1:24 pm
1 stop27h 49m
Bridgetown Grantley Adams Intl
Fri 1/22
2:24 pm-12:07 am
1 stop11h 43m
$618
Quickest round-trip
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Wed 1/20
5:30 am-3:20 pm
1 stop7h 50m
Bridgetown Grantley Adams Intl
Wed 1/27
4:30 pm-11:50 pm
1 stop9h 20m
$650
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Tue 1/5
5:30 am-3:20 pm
1 stop7h 50m
Bridgetown Grantley Adams Intl
Fri 1/15
4:30 pm-11:50 pm
1 stop9h 20m
$650
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Thu 8/20
6:00 am-4:09 pm
1 stop9h 09m
Bridgetown Grantley Adams Intl
Thu 8/27
5:19 pm-9:58 pm
1 stop29h 39m
$653
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Wed 1/20
9:41 am-3:45 pm
3 stops28h 04m
Bridgetown Grantley Adams Intl
Wed 1/27
4:50 pm-1:11 pm
2 stops22h 21m
$683
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Tue 12/8
2:13 pm-1:31 pm
1 stop21h 18m
Bridgetown Grantley Adams Intl
Sat 12/12
2:31 pm-12:46 pm
1 stop24h 15m
$721
Cheapest one-way
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Sun 9/6
7:25 am-3:25 pm
1 stop31h 00m
$192
Showing 1-10 of 17 resultsSorted by cheapest first
Best time to book a flight from Chicago to Barbados
Have a flexible travel schedule? Discover the best time to fly to Barbados from Chicago with our price prediction graph.
ORD-BGI
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Barbados
CHI-BB0
ORD-BGI
What is the cheapest month to book a flight from Chicago to Barbados?
Currently, September is the cheapest month in which you can book a flight from Chicago to Barbados (average of $544). Flying from Chicago to Barbados in August is currently the most expensive (average of $830). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How far ahead should I book a flight from Chicago to Barbados?
Booking 11 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Barbados. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Reviews of airlines servicing Barbados
Get insights into the airlines that provide service to Barbados. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Barbados. Reviews last updated July 24, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines from Chicago to Barbados to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Chicago to Barbados. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Barbados
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Barbados by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Barbados by cabin class
Find flights from Chicago to Barbados, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Barbados flights
Browse other Chicago and Barbados flight options. Last updated on July 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Barbados
Discover the top 3 airlines that operate flights from Chicago to Barbados. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$255 | Average$792 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$529 | Average$670 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$539 | Average$682 | FlexibilityNo cancel fee | On-time71% |