$220 Find Cheap Flights from Chicago to Bermuda - Compare and Save

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Price, demand and travel trends for Chicago to Bermuda flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from Chicago to Bermuda cheaper or more expensive than last year?

Fares from Chicago to Bermuda are running about 13% higher than they were around this time last year, averaging $763 round-trip.

What are the cheapest fares from Chicago to Bermuda right now?

The cheapest fare from Chicago to Bermuda in the last week was $506 round-trip, to Hamilton L.F Wade Intl (BDA).

What’s the cheapest month to fly from Chicago to Bermuda?

August is the cheapest time of year to fly, with average fares of $603. Prices are highest in September, when average flight costs increase to around $920.

Which airport in Bermuda is the cheapest to fly to from Chicago?

All flights from Chicago to Bermuda arrive at Hamilton L.F Wade Intl (BDA). On average, round-trip fares are around $755.

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

Friday tends to be the cheapest day to fly from Chicago to Bermuda, while Monday is the most expensive. Fares run about 40% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Chicago to Bermuda?

Data from the past 12 months shows it's cheapest to fly to Bermuda during the evening with average prices of $603. The morning is the most expensive time to fly, with average prices of $753.

Key details for Chicago to Bermuda flights

Low season

July

Cheapest flight

$220
Beat the crowds with an average 35% drop in travelers.
The most popular month to fly with an average 30% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Hamilton

Your Chicago to Bermuda flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Chicago to Bermuda?

    Yes. Fares from Chicago to Bermuda are low right now. As a rule of thumb, a round-trip under $649 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Chicago to Bermuda?

    Over the past 12 months, round-trip fares from Chicago to Bermuda have ranged from $649 to $957.

  • What are the main airports serving Bermuda?

    Flights to Bermuda all arrive at Hamilton L.F Wade Intl (BDA).

  • What airlines fly nonstop from Chicago to Bermuda?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Chicago to Bermuda. One-stop options include:

    • American Airlines
    • United Airlines
    • Delta

  • Which cabin classes are available on flights from Chicago to Bermuda?

    On flights from Chicago to Bermuda you can only book Economy Class.

Your guide to booking Chicago to Bermuda flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for August when flights are typically cheapest and avoid September when prices are at their highest.
  • Flying on Friday is usually the cheapest. Flights on Monday cost about 40% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in Hamilton, which is the most popular destination in Bermuda. From there, it's easy to continue on to other popular destinations such as Saint George's, Southampton and Mount Pleasant.

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.
7.3
United AirlinesOverall score based on 10388 reviews
7.1Entertainment
7.3Comfort
7.7Boarding
8.1Crew
6.7Food
Airline reviews

Takeoff delayed 2 hrs. Boarded on time to find we were missing part of the flight crew. Then informed that they had loaded too much fuel. Spent 1 1/2 hrs sitting there burning off the excess, which included a couple of laps around the runway until we were light enough to fly! Ridiculous!

2.0 MediocreAnonymous, Oct 2026
Read more United Airlines reviews

Takeoff delayed 2 hrs. Boarded on time to find we were missing part of the flight crew. Then informed that they had loaded too much fuel. Spent 1 1/2 hrs sitting there burning off the excess, which included a couple of laps around the runway until we were light enough to fly! Ridiculous!

I especially enjoyed having a lightly packed flight which enabled me and my wife to occupy a three seat area with nobody in the middle seat.

The seats are very small, that is all the staff did a good job.

It was great. The staff is always helpful and polite. The app is great and makes the whole trip and process so easy. They even offer a step to step guide to your correct terminal. And they keep all the information you'll need updated. Anything you can think of! Great experience.

Perfect. On time and the weather was perfect so we came in a few minutes early.

On time. Carry on and personal bag was accommodated on the plane. Entertainment was accessible without bringing own device. Whole can of juice was provided rather than a pour.

Price was crazy watch it if you Chan he your flight

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.

Crew were helpful, pilot kept us informed about turbulence, snack choice was awesome!

It was one of the worst I have ever had. The plane was over booked, and I did not have a seat. When I questioned why because I had booked this weeks in advance. I was brushed off to be advised they are trying to find someone to give up their seat. Only to be advised I would be boarding last. I had priority boarding in group 1-4. When I asked why I had to be last because that is not what I paid for I was advised it doesn't matter you will get a seat. The ticket person was very rude and unprofessional. The gate changed several times and it was going from one area to another area far away from where we were at. I feel like I should have been compensated in some kind of way because of the way I was treated. The ticket agent acted like it was my fault that the plane was over booked. Not one time was I apologized to for this inconvenience.

We did not fly on American Airlines from Chicago to London. We were rebooked on British Airways (by American Airlines) and our luggage was left behind. A full day delay and lost luggage.

I have posted the comments in the first flight leg.

First class snacks - stewardess gave out multiples to everyone until there was almost no selection left when she got back to me last in first class cabin. Nothing left that I would eat.

My feedback from the trip to Columbia to Chicago was meant for Chicago to Denver.

The WiFi was out gr entire flight. Had to Diane for almost 1 hour to wait for a gate to open up for plane to dock. Very bad experience.

After boarding, the AC was shut off on the flight. At business class, I really could not breathe. I was absolutely dripping sweat. I was told by the FA that there was nothing they could do but I could stand by the door until departure. So, that's what I did. I was clearly in the way while the FAs were trying to do their work, but I had to be able to breathe. After that, of course, I had sweated up a lot so was very uncomfortable for the six hour flight.

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

More options for your flight from Chicago to Bermuda

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