$199 Find Cheap Flights from Chicago to Barbados - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Barbados departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Book Cheap Chicago to Barbados Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Barbados that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Barbados

Tue, Oct 20 - Mon, Oct 26
Air Canada Logo
8:40 pm - 3:25 pm
ORD
-
BGI
17h 45m
1 stop
Air Canada Logo
3:50 pm - 2:52 pm
BGI
-
ORD
24h 02m
1 stop
$391Air Canada
Tue, Oct 20 - Mon, Oct 26
Air Canada Logo
3:40 pm - 3:25 pm
ORD
-
BGI
22h 45m
2 stops
Air Canada Logo
3:50 pm - 11:07 am
BGI
-
ORD
20h 17m
1 stop
$394Air Canada
Tue, Oct 20 - Mon, Oct 26
Air Canada Logo
3:40 pm - 3:25 pm
ORD
-
BGI
22h 45m
2 stops
Air Canada Logo
3:00 pm - 11:07 am
BGI
-
ORD
21h 07m
2 stops
$402Air Canada
Sun, Sep 6 - Wed, Dec 16
American Airlines Logo
6:41 pm - 1:54 pm
ORD
-
BGI
18h 13m
1 stop
American Airlines Logo
4:38 pm - 12:38 am
BGI
-
ORD
10h 00m
1 stop
$650American Airlines
Wed, Jan 20 - Wed, Jan 27
Delta Logo
5:30 am - 3:20 pm
ORD
-
BGI
7h 50m
1 stop
Delta Logo
4:30 pm - 11:50 pm
BGI
-
ORD
9h 20m
1 stop
$650Delta
Tue, Jan 5 - Fri, Jan 15
Delta Logo
5:30 am - 3:20 pm
ORD
-
BGI
7h 50m
1 stop
Delta Logo
4:30 pm - 11:50 pm
BGI
-
ORD
9h 20m
1 stop
$650Delta
Wed, Aug 26 - Wed, Sep 2
American Airlines Logo
8:00 am - 10:54 pm
ORD
-
BGI
13h 54m
2 stops
American Airlines Logo
8:00 am - 7:46 pm
BGI
-
ORD
12h 46m
2 stops
$660American Airlines
Sun, Jan 17 - Fri, Jan 22
Delta Logo
5:30 am - 3:20 pm
ORD
-
BGI
7h 50m
1 stop
Delta Logo
4:30 pm - 11:50 pm
BGI
-
ORD
9h 20m
1 stop
$738Delta
Sat, Jan 9 - Sat, Jan 16
United Airlines Logo
6:00 am - 4:20 pm
ORD
-
BGI
8h 20m
1 stop
United Airlines Logo
3:50 pm - 11:15 pm
BGI
-
ORD
9h 25m
1 stop
$850United Airlines
Fri, Dec 18 - Thu, Dec 24
United Airlines Logo
6:00 am - 4:40 pm
ORD
-
BGI
8h 40m
1 stop
United Airlines Logo
3:15 pm - 11:22 pm
BGI
-
ORD
10h 07m
1 stop
$1,421United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Barbados flights

Get data-powered insights and trends into flights from Chicago to Barbados to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Barbados?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Barbados, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Barbados is September, when tickets cost $584 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $773 and $766 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Barbados?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Barbados, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Barbados, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low season

August

Cheapest flight

$199
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 3% increase in price.
Flight from Chicago to Bridgetown

FAQs - booking Barbados flights

  • Is it necessary to get a visa before I fly from Chicago to Barbados?

    To travel to Barbados, citizens of the United States need only have a valid United States passport. There is no need to obtain a visa so long as you don't plan on staying in the country for more than 180 days. One other item you may need is proof of your anticipated departure date from Barbados, and this can come in the form of a return airline ticket.

  • Are there any laws regarding child seats that I should be familiar with before I start driving after my arrival at the airport in Barbados?

    The country of Barbados has very limited laws regarding child seats. The basic law is that children five years of age and younger must travel in an appropriate car seat for their age and weight. Due to limited laws regarding child seats in Barbados, it is generally a good idea for parents to bring their own car seats with them just in case the ability to rent car seats upon arrival is limited.

  • Is Chicago O'Hare International Airport a hub for any airline?

    Chicago O'Hare International Airport serves as a major hub for several airlines, including American Airlines and United Airlines. Both airlines have a significant presence at O'Hare, with numerous flights connecting domestic and international destinations, contributing to the airport's status as a major aviation hub in the United States. This can be especially beneficial for travelers on these airlines since it will give them opportunities to find alternate routes if there's any problem with the original flight.

  • What are some reasons to upgrade to first class aboard United Airlines were traveling from Chicago to Barbados?

    Upgrade to First Class on United Airlines for your Chicago to Barbados journey and indulge in luxury. Enjoy spacious seating, gourmet dining, and personalized service. Benefit from priority boarding, exclusive lounge access, and an enhanced in-flight entertainment system, ensuring a refined and comfortable travel experience to Barbados.

  • How does KAYAK find such low prices on flights from Chicago to Barbados?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Barbados.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Barbados?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Barbados is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Barbados?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Barbados with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Barbados?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Barbados up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Barbados

  • The only international airport available in Barbados is Sir Grantley Adams International Airport (BGI). To travel here from Chicago O'Hare International Airport (ORD), you can travel on a one-stop flight aboard American Airlines with a layover at Charlotte Douglas International Airport (CLT).
  • Navigating from Downtown Chicago to O'Hare International Airport is seamless with the Chicago Transit Authority (CTA) Blue Line. The cost-effective and efficient public transportation option ensures stress-free travel, connecting downtown to O'Hare with frequent services for a convenient airport commute.
  • If you would like to travel to Sir Grantley Adams International Airport from Chicago Midway International Airport (MDW), you can do so on a one-stop flight utilizing Southwest Airlines and American Airlines that makes a stop at Charlotte Douglas International Airport.
  • If you plan on traveling aboard American Airlines from Chicago O'Hare International Airport, this airline offers four of their Admiral's Club lounge locations in Terminal 3 of the airport.
  • If you have an early flight from Chicago O'Hare International Airport, it can be a better choice to stay at the Hilton Chicago O’Hare Airport Hotel then driving early in the morning to the airport.

Reviews of the top 3 airlines serving from Chicago to Barbados

 
Need help choosing which airline to fly with from Chicago to Barbados? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8497 reviews
8.5Crew
8.1Boarding
7.8Comfort
7.8Entertainment
7.2Food
Airline reviews

Very easy to use and convenient, you can perform any action within the same portal

10.0 ExcellentMurat, Apr 2026
ORD - LGA
Read more Delta reviews

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

It was very cold because the air conditioner was on high power, and my son got sick.

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

The boarding process was terrible especially with an indirect flight Chicago to Seattle to San Diego was terrible talking about we overbooked a flight idk if I’d take this airline ever again we got off our flight from Chicago to Seattle and we traveled for business and they told us our connecting flight was over booked and their was no seats asking people to take a delayed next flight and they don’t tell anyone coughing to wear masks seats 30A-B were terrible during the flight no one wants to sit next to people coughing all around I don’t want to be sick traveling for work or get sick anytime it’s very upsetting the staff doesn’t take this stuff serious to tell them to wear masks when they see people coughing and sneezing

Delta airlines charge $ 30,oo US DOLLARS for the check in for a suitcase in the baggage hold

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

We were forced to eat vegetarian food because non veg food ran out. The breakfast was mediocre.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

Everything you need to know for your flight from Chicago to Barbados

Information on your arrival and departure airports