Barbados

$184+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BGI
Jul 7 — Jul 141
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Cheap 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 2, 2025.

Round-trip from

$447
(Flightnetwork)

One-way from

$184
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$819
From Chicago (CHI) to Barbados
One-way flight from Chicago (CHI) to Barbados
Highest demand for flights based on searches. 2% potential increase in price ($16 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Chicago to Barbados

Cheapest flights from Chicago to Barbados
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 2, 2025.

This Flightnetwork deal was found by Cheapflights users on 7/1. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/158:25 pmORD - BGI
1 stop17h 15mAir Canada
Fri 8/223:40 pmBGI - ORD
1 stop18h 29mAir Canada
Deal found 7/1$447

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 2, 2025.
Use the filters below to find and compare flights from Chicago to Barbados that are best for you.

Fly from

Chicago

Fly to

Barbados

Route

Depart

Return

Price

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Fri 8/15

8:25 pm-2:40 pm

1 stop17h 15m

Bridgetown Grantley Adams Intl

Fri 8/22

3:40 pm-9:09 am

1 stop18h 29m

$447

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/21

6:20 pm-2:40 pm

1 stop19h 20m

$184

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Thu 8/14

1:07 am-1:25 pm

1 stop11h 18m

$229

ChicagoBridgetown

ORD - BGI

ORDBGI

Chicago O'Hare Intl

Tue 10/21

5:10 pm-10:55 pm

3 stops28h 45m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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.
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

What is the cheapest month to book a flight from Chicago to Barbados?

Currently, October is the cheapest month in which you can book a flight from Chicago to Barbados (average of $556). Flying from Chicago to Barbados in December is currently the most expensive (average of $692). 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.

What is the cheapest time of day to fly from CHI to BB?

Find hourly flight availability from Chicago to Barbados. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 2, 2025.

When flying from Chicago to Barbados, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 2, 2025.
Peruse reviews from past customers who have flown with Copa Airlines and Air Canada 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.

Comfort

7.4

Boarding

7.8

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Comfort

7.4

Boarding

7.8

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Comfort

7.4

Boarding

7.8

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

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.
  • Can I find deals for flights from Chicago to Barbados that include hotel bookings?

    Yes. In addition to deals on Chicago to Barbados flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Barbados?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Barbados.

  • Can I find deals for business class flights from Chicago to Barbados?

    Yes. Cheapflights offers flight deals from Chicago to Barbados by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Barbados?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Barbados (average of $556). Flying from Chicago to Barbados in December is currently the most expensive (average of $692). 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.

See more FAQs

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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.

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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$470Average$668FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$520Average$726FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$537Average$717FlexibilityNo cancel feeOn-time71%

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