$204 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 10/22. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Barbados

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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, Oct 20 - Mon, Oct 26
Air Canada Logo
3:45 pm - 3:25 pm
ORD
-
BGI
22h 40m
1 stop
Air Canada Logo
3:50 pm - 8:10 pm
BGI
-
ORD
29h 20m
1 stop
$481Air Canada
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 - 2:55 pm
BGI
-
ORD
24h 05m
1 stop
$482Air 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 - 11:10 am
BGI
-
ORD
20h 20m
1 stop
$485Air 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 - 11:10 am
BGI
-
ORD
20h 20m
1 stop
$486Air Canada
Sat, Oct 31 - Sat, Nov 7
Air Canada Logo
7:15 am - 3:45 pm
ORD
-
BGI
31h 30m
1 stop
Air Canada Logo
4:10 pm - 12:56 pm
BGI
-
ORD
22h 46m
1 stop
$488Air Canada
Tue, Oct 20 - Mon, Oct 26
Air Canada Logo
6:21 pm - 3:25 pm
ORD
-
BGI
20h 04m
2 stops
Air Canada Logo
3:50 pm - 1:10 pm
BGI
-
ORD
22h 20m
2 stops
$491Air Canada
Tue, Oct 20 - Mon, Oct 26
Air Canada Logo
6:21 pm - 3:25 pm
ORD
-
BGI
20h 04m
2 stops
Air Canada Logo
3:50 pm - 8:16 pm
BGI
-
ORD
29h 26m
2 stops
$492Air Canada
Sat, Oct 31 - Sat, Nov 7
Air Canada Logo
2:00 pm - 3:45 pm
ORD
-
BGI
24h 45m
2 stops
Air Canada Logo
4:10 pm - 11:10 am
BGI
-
ORD
21h 00m
2 stops
$497Air Canada
Sat, Sep 19 - Sat, Sep 26
Air Canada Logo
5:35 pm - 3:25 pm
ORD
-
BGI
20h 50m
1 stop
Air Canada Logo
4:20 pm - 9:00 am
BGI
-
ORD
17h 40m
1 stop
$514Air Canada
Sat, Sep 19 - Sat, Sep 26
Air Canada Logo
3:40 pm - 3:25 pm
ORD
-
BGI
22h 45m
2 stops
Air Canada Logo
4:20 pm - 9:00 am
BGI
-
ORD
17h 40m
1 stop
$517Air 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 $186 (return) on average. On the other hand, the most expensive months are May and August, when the average cost of round-trip tickets is $540 and $540 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 1 week before departure.

Good to know

Low seasonAugust
Cheapest flight$204
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 4% 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.
7.9
DeltaOverall score based on 8404 reviews
8.1Boarding
7.8Entertainment
7.8Comfort
7.2Food
8.5Crew
Airline reviews

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

10.0 ExcellentJOSEPH, Jun 2026
RIC - ATL
Read more Delta reviews

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

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

Information on your arrival and departure airports