$175 Find Cheap Flights from Chicago to Barbados

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 10/24. 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.
1 adult
1 adult, Economy

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Cheap Flights from Chicago to Barbados

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Bridgetown
Bridgetown1 stop$392
Bridgetown
Bridgetown1 stop$392

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

Thu, Oct 2 - Tue, Oct 7
Air Canada Logo
8:25 pm - 2:40 pmORD-BGI
17h 15m1 stop
Air Canada Logo
3:40 pm - 9:09 amBGI-ORD
18h 29m1 stop
$392Air Canada
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Thu, Oct 2 - Tue, Oct 7
Air Canada Logo
6:00 pm - 2:40 pmORD-BGI
19h 40m2 stops
Air Canada Logo
3:40 pm - 9:51 amBGI-ORD
19h 11m2 stops
$397Air Canada
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Sat, Oct 25 - Wed, Oct 29
Air Canada Logo
8:25 pm - 2:25 pmORD-BGI
17h 00m1 stop
Air Canada Logo
4:00 pm - 9:15 amBGI-ORD
18h 15m1 stop
$403Air Canada
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Tue, Oct 14 - Tue, Oct 21
American Airlines Logo
6:00 am - 10:11 pmORD-BGI
15h 11m1 stop
American Airlines Logo
3:00 pm - 11:58 pmBGI-ORD
9h 58m1 stop
$463American Airlines
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Tue, Oct 14 - Tue, Oct 21
American Airlines Logo
8:11 am - 10:11 pmORD-BGI
13h 00m2 stops
American Airlines Logo
7:00 am - 5:34 pmBGI-ORD
11h 34m2 stops
$468American Airlines
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Thu, Nov 13 - Wed, Nov 19
JetBlue Logo
6:44 am - 3:14 pmORD-BGI
30h 30m1 stop
JetBlue Logo
4:46 pm - 12:48 pmBGI-ORD
22h 02m1 stop
$508JetBlue
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Tue, Jan 13 - Tue, Feb 24
JetBlue Logo
9:00 am - 3:22 pmORD-BGI
28h 22m1 stop
JetBlue Logo
4:50 pm - 9:33 pmBGI-ORD
30h 43m1 stop
$520JetBlue
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Sat, Oct 25 - Thu, Oct 30
 Logo
11:12 am - 4:50 pmORD-BGI
28h 38m3 stops
 Logo
4:00 pm - 8:00 pmBGI-ORD
29h 00m2 stops
Mon, Jan 5 - Mon, Jan 12
Delta Logo
5:50 am - 3:20 pmORD-BGI
7h 30m1 stop
Delta Logo
4:30 pm - 11:54 pmBGI-ORD
9h 24m1 stop
$539Delta
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Sun, Oct 26 - Wed, Oct 29
 Logo
6:00 am - 2:25 pmORD-BGI
31h 25m3 stops
 Logo
4:00 pm - 11:18 amBGI-ORD
20h 18m2 stops
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 $557 (return) on average. On the other hand, the most expensive months are March and October, when the average cost of round-trip tickets is $747 and $726 respectively.

What’s the cheapest day of the week to fly from Chicago to Barbados?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Barbados clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Barbados, you should consider leaving on a Tuesday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Saturdays.

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 3 weeks before departure, which saves you about 40% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonMay
Cheapest flight$175
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 11% 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.

  • What is the cheapest time of day to fly to Barbados?

    The cheapest time of day to fly to Barbados is generally in the evening, when round-trip flights cost $696 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Barbados is generally in the morning, which is peak travel time and where the average cost of a ticket is $779.

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 airlines flying 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.
7.9
DeltaOverall score based on 7954 reviews
8.5Crew
7.9Entertainment
8.2Boarding
7.9Comfort
7.3Food
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

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

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