$242 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 7/31. 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

Wed, May 27 - Tue, Jun 2
JetBlue Logo
6:15 am - 2:10 pm
ORD
-
BDA
5h 55m
1 stop
JetBlue Logo
3:30 pm - 10:58 pm
BDA
-
ORD
9h 28m
1 stop
$495JetBlue
Wed, Jun 10 - Wed, Jun 17
JetBlue Logo
6:15 am - 2:24 pm
ORD
-
BDA
6h 09m
1 stop
JetBlue Logo
3:22 pm - 9:30 pm
BDA
-
ORD
8h 08m
1 stop
$499JetBlue
Fri, May 29 - Mon, Jun 1
JetBlue Logo
10:45 am - 2:23 pm
ORD
-
BDA
25h 38m
1 stop
JetBlue Logo
3:30 pm - 10:58 pm
BDA
-
ORD
9h 28m
1 stop
$510JetBlue
Thu, May 28 - Sat, May 30
JetBlue Logo
6:15 am - 2:23 pm
ORD
-
BDA
6h 08m
1 stop
JetBlue Logo
3:30 pm - 10:56 pm
BDA
-
ORD
9h 26m
1 stop
$514JetBlue
Wed, Jun 17 - Wed, Jun 24
JetBlue Logo
9:35 am - 2:17 pm
ORD
-
BDA
26h 42m
1 stop
JetBlue Logo
3:22 pm - 9:30 pm
BDA
-
ORD
8h 08m
1 stop
$520JetBlue
Wed, May 27 - Tue, Jun 2
JetBlue Logo
6:15 am - 2:10 pm
ORD
-
BDA
5h 55m
1 stop
JetBlue Logo
3:30 pm - 10:58 pm
BDA
-
ORD
9h 28m
1 stop
$524JetBlue
Mon, Jun 1 - Sat, Jun 6
Multiple Airlines Logo
3:20 pm - 10:57 am
MDW
-
BDA
17h 37m
1 stop
Multiple Airlines Logo
8:15 am - 10:02 pm
BDA
-
MDW
15h 47m
2 stops
$668Multiple Airlines
Sat, May 9 - Wed, May 13
Delta Logo
6:23 am - 2:32 pm
MDW
-
BDA
6h 09m
1 stop
Delta Logo
3:45 pm - 9:09 pm
BDA
-
MDW
7h 24m
1 stop
$757Delta
Sat, Sep 12 - Sat, Sep 19
Delta Logo
6:00 am - 2:45 pm
MDW
-
BDA
6h 45m
1 stop
Delta Logo
3:55 pm - 9:46 pm
BDA
-
MDW
7h 51m
1 stop
$782Delta
Thu, Oct 1 - Mon, Oct 5
Delta Logo
1:05 pm - 12:08 pm
MDW
-
BDA
21h 03m
2 stops
Delta Logo
3:55 pm - 9:46 pm
BDA
-
MDW
7h 51m
1 stop
$786Delta
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.

Which airlines provide the cheapest flights from Chicago to Bermuda?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to Bermuda were found on JetBlue ($520) and Air Canada ($576).

Good to know

Low seasonApril
Cheapest flight$242
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 5% 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 9562 reviews
7.7Boarding
7.3Comfort
7.1Entertainment
8.1Crew
6.6Food
Airline reviews

Poor communication, flight was delayed for preventable reasons. I missed my connection.

2.0 MediocreAaron, Apr 2026
ORD - BNA
Read more United Airlines reviews

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

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.