$173 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 10/17. 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

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Best Bermuda Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Hamilton
Hamilton2 stops$476
Hamilton
Hamilton2 stops$476

Cheap Flights from Chicago to Bermuda

 
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, Sep 16 - Fri, Sep 26
Air Canada Logo
3:35 pm - 11:50 amORD-BDA
18h 15m2 stops
Air Canada Logo
12:50 pm - 7:29 pmBDA-ORD
8h 39m1 stop
$476Air Canada
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Thu, Sep 11 - Sat, Sep 20
Air Canada Logo
3:50 pm - 11:50 amORD-BDA
18h 00m1 stop
Air Canada Logo
5:45 pm - 9:51 amBDA-ORD
18h 06m1 stop
$479Air Canada
Find Deal
Sun, Oct 12 - Sat, Oct 18
Air Canada Logo
6:20 pm - 11:50 amORD-BDA
15h 30m1 stop
Air Canada Logo
5:45 pm - 9:51 amBDA-ORD
18h 06m1 stop
$490Air Canada
Find Deal
Sat, Aug 23 - Wed, Sep 3
Air Canada Logo
8:25 pm - 11:50 amORD-BDA
13h 25m1 stop
Air Canada Logo
12:50 pm - 9:51 amBDA-ORD
23h 01m2 stops
$494Air Canada
Find Deal
Wed, Aug 27 - Wed, Sep 3
 Logo
5:05 am - 9:00 pmORD-BDA
13h 55m2 stops
 Logo
3:15 pm - 11:10 amBDA-ORD
21h 55m1 stop
Tue, Aug 5 - Thu, Aug 7
 Logo
6:20 pm - 11:50 amORD-BDA
15h 30m1 stop
 Logo
9:20 am - 8:55 amBDA-ORD
25h 35m2 stops
Tue, Nov 25 - Thu, Dec 4
American Airlines Logo
5:00 am - 2:50 pmORD-BDA
7h 50m1 stop
American Airlines Logo
8:45 am - 7:45 pmBDA-ORD
13h 00m1 stop
$628American Airlines
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Wed, Nov 19 - Thu, Nov 27
American Airlines Logo
8:19 am - 9:15 pmORD-BDA
10h 56m2 stops
American Airlines Logo
8:50 am - 11:54 pmBDA-ORD
17h 04m1 stop
$633American Airlines
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Mon, Jan 5 - Fri, Jan 9
Delta Logo
6:00 am - 1:55 pmMDW-BDA
5h 55m1 stop
Delta Logo
1:20 pm - 9:46 pmBDA-MDW
10h 26m2 stops
$633Delta
Find Deal
Wed, Aug 27 - Wed, Sep 3
Delta Logo
6:00 am - 2:40 pmMDW-BDA
6h 40m1 stop
Delta Logo
3:50 pm - 9:26 pmBDA-MDW
7h 36m1 stop
$656Delta
Find Deal
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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 February, when tickets cost $584 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $842 and $779 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
High seasonDecember
Cheapest flight$173
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 22% 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 8858 reviews
7.0Entertainment
7.3Comfort
8.1Crew
7.7Boarding
6.6Food
Airline reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

10.0 ExcellentAnita, Jul 2025ORD - CMH
Read more United Airlines reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

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

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

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.

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