$437 Find Cheap Flights from Chicago to Bermuda

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Bermuda departing on 5/26. 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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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

Tue, May 26 - Fri, May 29
Air Canada Logo
5:57 pm - 12:20 pm
ORD
-
BDA
16h 23m
1 stop
Air Canada Logo
1:20 pm - 9:59 pm
BDA
-
ORD
10h 39m
1 stop
$437Air Canada
Tue, May 26 - Fri, May 29
Air Canada Logo
8:20 pm - 12:20 pm
ORD
-
BDA
14h 00m
1 stop
Air Canada Logo
1:20 pm - 8:00 am
BDA
-
ORD
20h 40m
2 stops
$455Air Canada
Thu, Feb 5 - Sun, Feb 8
Air Canada Logo
8:40 pm - 7:50 pm
ORD
-
BDA
21h 10m
1 stop
Air Canada Logo
6:50 pm - 1:01 pm
BDA
-
ORD
20h 11m
1 stop
$467Air Canada
Thu, Jun 11 - Sun, Jun 14
Air Canada Logo
8:20 pm - 12:20 pm
ORD
-
BDA
14h 00m
1 stop
Air Canada Logo
1:20 pm - 8:08 pm
BDA
-
ORD
32h 48m
2 stops
$470Air Canada
Thu, Feb 5 - Sun, Feb 8
Air Canada Logo
12:50 pm - 7:50 pm
ORD
-
BDA
29h 00m
2 stops
Air Canada Logo
6:50 pm - 8:10 pm
BDA
-
ORD
51h 20m
2 stops
$474Air Canada
Fri, Feb 27 - Fri, Mar 6
Air Canada Logo
10:00 am - 7:50 pm
ORD
-
BDA
7h 50m
1 stop
Air Canada Logo
8:55 pm - 11:18 am
BDA
-
ORD
16h 23m
2 stops
$483Air Canada
Thu, Feb 5 - Sun, Feb 8
Air Canada Logo
8:40 pm - 7:50 pm
ORD
-
BDA
21h 10m
1 stop
Air Canada Logo
6:50 pm - 6:55 pm
BDA
-
ORD
26h 05m
2 stops
$485Air Canada
Sat, Jun 6 - Sat, Jun 13
Delta Logo
6:00 am - 2:34 pm
MDW
-
BDA
6h 34m
1 stop
Delta Logo
3:50 pm - 9:45 pm
BDA
-
MDW
7h 55m
1 stop
$754Delta
Sat, Feb 7 - Sat, Feb 14
Delta Logo
6:25 am - 2:25 pm
MDW
-
BDA
6h 00m
1 stop
Delta Logo
3:40 pm - 10:31 pm
BDA
-
MDW
8h 51m
1 stop
$793Delta
Tue, Feb 10 - Tue, Feb 17
Multiple Airlines Logo
11:05 am - 2:55 pm
MDW
-
BDA
25h 50m
1 stop
Multiple Airlines Logo
8:15 am - 5:37 pm
BDA
-
MDW
11h 22m
2 stops
$865Multiple Airlines
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 November, when the average cost of round-trip tickets is $1,048 and $801 respectively.

Good to know

Low seasonJanuary
Cheapest flight$437
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 4% 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.

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 9156 reviews
7.3Comfort
7.1Entertainment
7.7Boarding
6.6Food
8.1Crew
Airline reviews

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

6.0 GoodPatricia, Jan 2026
ORD - LAS
Read more United Airlines reviews

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

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!

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.