$146 Find Cheap Flights from Chicago to Barbados - Compare and Save

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Cheap Flights from Chicago to Barbados

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Bridgetown
7h 42m2 stops
from $348per person
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?

The cheapest month for flights from Chicago O'Hare Intl Airport to Barbados is February, when tickets cost $650 (return) on average. On the other hand, the most expensive months are December and September, when the average cost of round-trip tickets is $926 and $891 respectively.

Good to know

Low season

August

Cheapest flight

$146
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 2% lower on average.
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 8564 reviews
7.8Comfort
7.2Food
8.1Boarding
8.5Crew
7.8Entertainment
Airline reviews

The plane was a rather tired 737-800, with old style small luggage bins. Poor air flow. USB charger in the infotainment system was not functioning. The flight was 2 hours late due to crew rest requirements (not their fault). On arrival in Seattle, waited on the tarmac for 30 minutes with very few updates from the crew.

4.0 OkayJeff, Aug 2026
Read more Delta reviews

The plane was a rather tired 737-800, with old style small luggage bins. Poor air flow. USB charger in the infotainment system was not functioning. The flight was 2 hours late due to crew rest requirements (not their fault). On arrival in Seattle, waited on the tarmac for 30 minutes with very few updates from the crew.

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

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s

No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.

Flight delayed, last seat on the plane, no arrival Gate available due to the plane departing late

Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.

Flight did not have wifi service. It was experiencing technical difficulties. Definitely and old plane that needs updating.

This flight has a history of leaving late, however, I was pleasantly surprised that it was not delayed this day. The flight went smooth, except I was in a window seat and the wall and my feet were freezing. I found it difficult to sleep due to being so cold, I also was using 2 provided UAL blankets and could not get my feet warm. This was annoying, but I still made it there on time and safe.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

It was a good experience, unfortunately my checked baggages were come late and not arrived on time.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.

Check-in process was poor, very poor, only one person to check-in all passengers, so if one passenger had a check-in issue, all other passengers were delayed. All check-ins should have two airline staff to check-in passengers.

The flight up was great no issues. The flight back home was a cluster. I was told the plane I was waiting on was giving to another flight which caused me to miss my connection flight. Granted the airline did great with getting hotel and vouchr for food.

Flight was delayed and so much of inconvenience related to the gate change.

Nothing was good about this flight. Although the flight actually departed more than 3 hours late, due to “air traffic control management” we pushed back from gate 2 hours and 20 minutes late and proceeded to sit 100 yards from gate for and then n tarmac for another 1/2 hour additional 20 minutes

One thing you can always count on is your AA flight getting delayed. This is not surprising when they operate these planes like a greyhound bus with wings.

The seats cushion on my seat (exit row) needs to be replaced. It felt like I was sitting on a bar rather than a seat cushion. Also, I was in the middle seat and I sat next to an oversized guy (window seat) and he took up about 25% of my space. Otherwise, the experience was good. :)

The flight was delayed by about an hour due to a maintenance issue which later then required a change of planes. The crew was great and friendly. The in-flight entertainment did not play properly on Apple Vision Pro in a Safari browser. Although the movie trailers would play fine, the actual movies themselves just had a black screen with audio. There must be something with copy protection or something that isn’t compatible with the Safari browser on Apple Vision Pro. The free inflight Wi-Fi for American Airlines Advantage members is a nice bonus. and is great that they aren’t charging extra for things that have become basic utilities in 2026, like internet access.

More options for your flight from Chicago to Barbados

Complete your trip to Barbados with a hotel stay or car rental