$141+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BGI
Jun 3 — Jun 101
Round-trip
1 adult, Economy
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Best
Last-minute
One-way
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 May 4, 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 May 4, 2026.
This Air Canada deal was found by Cheapflights users on 4/30. 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 9/198:40 pm
ORD
- BGI
1 stop17h 45m
Air Canada
Sat 9/264:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 4/30![Air Canada logo]()
$388
This Air Canada deal was found by Cheapflights users on 5/2. 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.
Fri 9/116:21 pm
ORD
- BGI
2 stops20h 04m
Air Canada
Sat 9/194:20 pm
BGI
- ORD
2 stops18h 57m
Air Canada
Deal found 5/2![Air Canada logo]()
$397
This Air Canada deal was found by Cheapflights users on 4/30. 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 10/189:50 am
ORD
- BGI
1 stop28h 35m
Air Canada
Thu 10/224:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 4/30![Air Canada logo]()
$398
This Air Canada deal was found by Cheapflights users on 5/2. 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 10/173:40 pm
ORD
- BGI
2 stops22h 45m
Air Canada
Wed 10/214:20 pm
BGI
- ORD
2 stops20h 00m
Air Canada
Deal found 5/2![Air Canada logo]()
$400
This Air Canada deal was found by Cheapflights users on 4/30. 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 10/105:35 pm
ORD
- BGI
1 stop20h 50m
Air Canada
Sat 10/174:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 4/30![Air Canada logo]()
$413
This Air Canada deal was found by Cheapflights users on 5/2. 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.
Fri 9/46:21 pm
ORD
- BGI
2 stops20h 04m
Air Canada
Sat 9/124:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 5/2![Air Canada logo]()
$443
This Mytrip deal was found by Cheapflights users on 5/3. 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.
Thu 9/249:50 am
ORD
- BGI
1 stop28h 35m
Multiple Airlines
Tue 9/296:25 pm
BGI
- ORD
2 stops45h 30m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$444
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 May 4, 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 May 4, 2026.
This Air Canada deal was found by Cheapflights users on 5/2. 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.
Fri 9/118:40 pm
ORD
- BGI
1 stop17h 45m
Air Canada
Sat 9/194:20 pm
BGI
- ORD
2 stops18h 57m
Air Canada
Deal found 5/2![Air Canada logo]()
$392
This Air Canada deal was found by Cheapflights users on 5/2. 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 10/183:45 pm
ORD
- BGI
1 stop22h 40m
Air Canada
Thu 10/224:20 pm
BGI
- ORD
2 stops18h 57m
Air Canada
Deal found 5/2![Air Canada logo]()
$402
This Air Canada deal was found by Cheapflights users on 5/4. 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 10/55:35 pm
ORD
- BGI
1 stop20h 50m
Air Canada
Tue 10/134:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 5/4![Air Canada logo]()
$454
This Air Canada deal was found by Cheapflights users on 4/30. 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 6/66:22 pm
ORD
- BGI
2 stops19h 58m
Air Canada
Sat 6/134:20 pm
BGI
- ORD
2 stops16h 25m
Air Canada
Deal found 4/30![Air Canada logo]()
$488
This Gotogate deal was found by Cheapflights users on 5/2. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/196:22 pm
ORD
- BGI
2 stops20h 03m
Air Canada
Sat 6/274:20 pm
BGI
- ORD
1 stop28h 56m
Air Canada
Deal found 5/2![Air Canada logo]()
$543
This Air Canada deal was found by Cheapflights users on 4/30. 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 6/176:22 pm
ORD
- BGI
2 stops44h 03m
Air Canada
Sun 6/214:20 pm
BGI
- ORD
1 stop23h 35m
Air Canada
Deal found 4/30![Air Canada logo]()
$588
Last-minute flights from Chicago to BarbadosDiscover last-minute flight deals from Chicago to Barbados. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Barbados. Data last updated May 4, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 5/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/259:55 am
ORD
- BGI
1 stop28h 25m
Air Canada
Sat 6/64:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 5/1![Air Canada logo]()
$512
This Mytrip deal was found by Cheapflights users on 5/2. 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.
Tue 6/28:20 pm
ORD
- BGI
1 stop18h 00m
Air Canada
Sun 6/74:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 5/2![Air Canada logo]()
$465
This flugladen.de deal was found by Cheapflights users on 5/1. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:20 pm
ORD
- BGI
1 stop18h 00m
Air Canada
Sat 6/134:20 pm
BGI
- ORD
1 stop25h 39m
Air Canada
Deal found 5/1![Air Canada logo]()
$443
This Justfly.com deal was found by Cheapflights users on 5/1. 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 6/66:22 pm
ORD
- BGI
2 stops19h 58m
Air Canada
Sat 6/134:20 pm
BGI
- ORD
1 stop17h 40m
Air Canada
Deal found 5/1![Air Canada logo]()
$466
This Mytrip deal was found by Cheapflights users on 5/2. 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.
Fri 6/198:40 pm
ORD
- BGI
1 stop17h 45m
Air Canada
Sat 6/274:20 pm
BGI
- ORD
1 stop28h 56m
Air Canada
Deal found 5/2![Air Canada logo]()
$519
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 May 4, 2026.
Search for one-way flight options from Chicago to Barbados. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Orbitz deal was found by Cheapflights users on 5/2. 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 9/198:40 pm
ORD
- BGI
1 stop17h 45m
Air Canada
Deal found 5/2![Air Canada logo]()
$141
This Air Canada deal was found by Cheapflights users on 5/2. 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 10/212:00 pm
ORD
- BGI
2 stops24h 25m
Air Canada
Deal found 5/2![Air Canada logo]()
$146
This Air Canada deal was found by Cheapflights users on 5/2. 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.
Fri 10/232:19 pm
ORD
- BGI
2 stops24h 06m
Air Canada
Deal found 5/2![Air Canada logo]()
$149
This Air Canada deal was found by Cheapflights users on 5/1. 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.
Fri 7/178:40 pm
ORD
- BGI
1 stop17h 45m
Air Canada
Deal found 5/1![Air Canada logo]()
$175
This Expedia deal was found by Cheapflights users on 5/3. 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.
Fri 7/33:45 pm
ORD
- BGI
1 stop22h 40m
Air Canada
Deal found 5/3![Air Canada logo]()
$180
This Air Canada deal was found by Cheapflights users on 4/30. 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.
Thu 6/116:22 pm
ORD
- BGI
2 stops19h 58m
Air Canada
Deal found 4/30![Air Canada logo]()
$191
This Justfly.com deal was found by Cheapflights users on 5/3. 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.
Wed 8/266:21 pm
ORD
- BGI
2 stops44h 04m
Air Canada
Deal found 5/3![Air Canada logo]()
$207
This Orbitz deal was found by Cheapflights users on 5/1. 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.
Mon 5/115:35 pm
ORD
- BGI
1 stop20h 45m
Air Canada
Deal found 5/1![Air Canada logo]()
$232
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 May 4, 2026.
Round-trip from | $388 (Orbitz) |
|---|---|
One-way from | $141 (Orbitz) |
Popular in | August |
Cheapest in | September |
Average price | $605 |
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 May 4, 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
Fri 9/11
8:40 pm-3:25 pm
1 stop17h 45m
Bridgetown Grantley Adams Intl
Sat 9/19
4:20 pm-10:17 am
2 stops18h 57m
$392
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Sun 10/18
3:45 pm-3:25 pm
1 stop22h 40m
Bridgetown Grantley Adams Intl
Thu 10/22
4:20 pm-10:17 am
2 stops18h 57m
$402
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Mon 10/5
5:35 pm-3:25 pm
1 stop20h 50m
Bridgetown Grantley Adams Intl
Tue 10/13
4:20 pm-9:00 am
1 stop17h 40m
$454
Quickest round-trip
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Sat 6/6
6:22 pm-3:20 pm
2 stops19h 58m
Bridgetown Grantley Adams Intl
Sat 6/13
4:20 pm-7:45 am
2 stops16h 25m
$488
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Fri 6/19
6:22 pm-3:25 pm
2 stops20h 03m
Bridgetown Grantley Adams Intl
Sat 6/27
4:20 pm-8:16 pm
1 stop28h 56m
$543
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Wed 6/17
6:22 pm-3:25 pm
2 stops44h 03m
Bridgetown Grantley Adams Intl
Sun 6/21
4:20 pm-2:55 pm
1 stop23h 35m
$588
Cheapest one-way
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Fri 10/23
8:40 pm-3:25 pm
1 stop17h 45m
$146
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Fri 7/17
8:40 pm-3:25 pm
1 stop17h 45m
$175
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Sat 7/18
6:22 pm-3:25 pm
2 stops44h 03m
$183
ChicagoBridgetown
ORD - BGI
ORDBGI
Chicago O'Hare Intl
Sun 9/6
9:50 am-3:25 pm
1 stop28h 35m
$191
Showing 1-10 of 18 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
How far ahead should I book a flight from Chicago to Barbados?
Booking 6 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.
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 $186). Flying from Chicago to Barbados in August is currently the most expensive (average of $500). 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.
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 May 4, 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.
Food
7.2
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Boarding
8.1
Entertainment
7.8
Crew
8.5
Overall
7.9
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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 May 4, 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 May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$255 | Average$606 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$495 | Average$637 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$529 | Average$670 | FlexibilityNo cancel fee | On-time69% |