$171 Find Cheap Flights from Chicago to Bermuda

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 Bermuda departing on 11/27. 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 Bermuda 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 Bermuda 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 Bermuda

Thu, Feb 5 - Sun, Feb 8
Air Canada Logo
3:55 pm - 8:30 pmORD-BDA
26h 35m1 stop
Air Canada Logo
6:50 pm - 5:48 pmBDA-ORD
24h 58m1 stop
$474Air Canada
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Thu, Feb 5 - Sun, Feb 8
Air Canada Logo
6:00 pm - 8:30 pmORD-BDA
24h 30m2 stops
Air Canada Logo
6:50 pm - 6:55 pmBDA-ORD
26h 05m2 stops
$496Air Canada
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Mon, Jan 12 - Thu, Jan 22
American Airlines Logo
5:00 am - 10:24 pmORD-BDA
15h 24m1 stop
American Airlines Logo
8:30 am - 12:30 amBDA-ORD
18h 00m1 stop
$549American Airlines
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Mon, Jan 12 - Thu, Jan 22
American Airlines Logo
8:10 am - 10:24 pmORD-BDA
12h 14m1 stop
American Airlines Logo
8:30 am - 7:50 pmBDA-ORD
13h 20m2 stops
$553American Airlines
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Thu, Dec 11 - Thu, Dec 18
Multiple Airlines Logo
7:41 pm - 2:15 pmORD-BDA
40h 34m2 stops
Multiple Airlines Logo
8:00 am - 8:31 amBDA-ORD
26h 31m1 stop
$569Multiple Airlines
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Thu, Dec 11 - Thu, Dec 18
Multiple Airlines Logo
7:05 am - 8:30 pmORD-BDA
35h 25m2 stops
Multiple Airlines Logo
8:00 am - 7:02 pmBDA-ORD
13h 02m2 stops
$579Multiple Airlines
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Tue, Dec 2 - Fri, Dec 5
Multiple Airlines Logo
11:40 am - 2:15 pmORD-BDA
24h 35m2 stops
Multiple Airlines Logo
9:35 pm - 11:18 amBDA-ORD
15h 43m2 stops
$581Multiple Airlines
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Thu, Dec 11 - Thu, Dec 18
Multiple Airlines Logo
7:40 am - 1:40 pmORD-BDA
28h 00m1 stop
Multiple Airlines Logo
8:00 am - 8:31 amBDA-ORD
26h 31m1 stop
$588Multiple Airlines
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Sat, Dec 20 - Mon, Dec 29
Delta Logo
6:00 am - 2:40 pmMDW-BDA
6h 40m1 stop
Delta Logo
3:59 pm - 10:22 pmBDA-MDW
8h 23m1 stop
$747Delta
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Sat, Dec 20 - Mon, Dec 29
Delta Logo
6:00 am - 2:40 pmMDW-BDA
6h 40m1 stop
Delta Logo
1:20 pm - 10:22 pmBDA-MDW
11h 02m2 stops
$886Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Bermuda flights

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

What is the cheapest month to fly from Chicago to Bermuda?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Bermuda, 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 to Bermuda is May, when tickets cost $628 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $1,048 and $888 respectively.

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

The average price of all round-trip flights from Chicago to Bermuda clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Bermuda on a Sunday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago to Bermuda. For your return ticket, we recommend flying on a Tuesday and avoiding Fridays for the best deals.

Good to know

Low seasonJuly
Cheapest flight$171
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Chicago O'Hare Airport to Hamilton

FAQs - booking Bermuda flights

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

    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 Bermuda.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Bermuda 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 Bermuda?

    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 Bermuda 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 Bermuda?

    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 Bermuda 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 Bermuda?

    The cheapest time of day to fly to Bermuda is generally at night, when round-trip flights cost $442 on average. The most expensive time of day to fly to Bermuda is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $607.

Reviews of the top airlines flying from Chicago to Bermuda

 
Need help choosing which airline to fly with from Chicago to Bermuda? 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.
7.4
United AirlinesOverall score based on 9016 reviews
7.3Comfort
7.1Entertainment
6.6Food
7.7Boarding
8.1Crew
Airline reviews

Always wish for more healthy, gluten free options. We have to bring our own.

10.0 ExcellentClaire, Nov 2025ORD - PNS
Read more United Airlines reviews

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The flight attendants were rude. Seemed like they didn’t want to be there. Except for one girl that was really nice. Seats are sooooo uncomfortable. They give you a piece of paper and a thin cushion for a pillow and blanket that does nothing. Airlines have gone way downhill, especially United international flights. Food was disguting. Definitely flying ANA next time.

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

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 Bermuda

Cabin class types available on flights to Bermuda

Cabin classes available on flights to Bermuda. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.