$149 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 1/6. 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, 0 bags

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Flight Deals

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, Jan 27 - Tue, Feb 3
JetBlue Logo
9:40 am - 3:39 pm
ORD
-
BGI
27h 59m1 stop
JetBlue Logo
5:04 pm - 7:36 pm
BGI
-
ORD
28h 32m1 stop
$460JetBlue
Wed, Jan 14 - Wed, Jan 21
Air Canada Logo
3:35 pm - 3:55 pm
ORD
-
BGI
22h 20m1 stop
Air Canada Logo
4:55 pm - 2:55 pm
BGI
-
ORD
24h 00m1 stop
$465Air Canada
Mon, Jan 19 - Thu, Jan 22
Delta Logo
5:30 am - 3:20 pm
ORD
-
BGI
7h 50m1 stop
Delta Logo
4:30 pm - 11:56 pm
BGI
-
ORD
9h 26m1 stop
$469Delta
Wed, Jan 14 - Wed, Jan 21
Air Canada Logo
12:50 pm - 3:55 pm
ORD
-
BGI
25h 05m1 stop
Air Canada Logo
4:55 pm - 3:10 pm
BGI
-
ORD
24h 15m2 stops
$472Air Canada
Tue, Jan 27 - Tue, Feb 3
JetBlue Logo
7:45 am - 3:39 pm
ORD
-
BGI
29h 54m2 stops
JetBlue Logo
5:04 pm - 5:43 pm
BGI
-
ORD
26h 39m2 stops
$473JetBlue
Mon, Jan 19 - Thu, Jan 22
American Airlines Logo
7:20 am - 10:28 pm
ORD
-
BGI
13h 08m2 stops
American Airlines Logo
7:00 am - 7:50 pm
BGI
-
ORD
14h 50m2 stops
$474American Airlines
Mon, Jan 12 - Sat, Jan 17
Air Canada Logo
8:40 pm - 2:35 pm
ORD
-
BGI
15h 55m1 stop
Air Canada Logo
4:55 pm - 2:55 pm
BGI
-
ORD
24h 00m1 stop
$478Air Canada
Mon, Jan 5 - Mon, Jan 12
Air Canada Logo
8:45 pm - 3:55 pm
ORD
-
BGI
41h 10m2 stops
Air Canada Logo
4:55 pm - 7:45 pm
BGI
-
ORD
28h 50m2 stops
$479Air Canada
Sat, Apr 18 - Fri, Apr 24
Air Canada Logo
6:20 pm - 1:45 pm
ORD
-
BGI
18h 25m2 stops
Air Canada Logo
3:15 pm - 9:10 am
BGI
-
ORD
18h 55m1 stop
$481Air Canada
Tue, Jan 6 - Sun, Jan 11
Air Canada Logo
2:00 pm - 3:55 pm
ORD
-
BGI
23h 55m2 stops
Air Canada Logo
4:10 pm - 7:45 pm
BGI
-
ORD
29h 35m1 stop
$484Air Canada
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 $540 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $733 and $700 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$149
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 13% 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 8010 reviews
8.1Boarding
8.5Crew
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

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

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

Information on your arrival and departure airports