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$312+ Cheap flights from Bermuda to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
BDA — CHI
out 15 — out 221
qua 10/15
qua 10/22
1 adult, Economy
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Cheap flight deals from Bermuda to Chicago

Keep the following information in mind while searching for Bermuda to Chicago flight deals. Data was last updated setembro 15, 2025.

Round-trip from

$673
(Mytrip)

One-way from

$312
(Air Canada)
From Bermuda to Chicago (CHI)
Search Deals
One-way flight from Bermuda to Chicago (CHI)
Search Deals

Find flight deals from Bermuda to Chicago

Cheapest flights from Bermuda to Chicago
Explore the most affordable flight options available from Bermuda to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on setembro 15, 2025.

This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 10/1012:50 pmBDA - ORD
3 stops31h 48mMultiple Airlines
seg 10/137:51 pmORD - BDA
3 stops37h 59mMultiple Airlines
Deal found 9/15$673
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 10/102:37 pmBDA - ORD
1 stop11h 16mAmerican Airlines
seg 10/137:10 amORD - BDA
1 stop5h 55mAmerican Airlines
Deal found 9/15$701
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 10/101:25 pmBDA - MDW
2 stops10h 49mDelta
seg 10/136:00 amMDW - BDA
1 stop6h 44mDelta
Deal found 9/15$1,535

Cheapflights Fare Finder

 
Customize your flight search to find flights from Bermuda to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated setembro 15, 2025.
Use the filters below to find and compare flights from Bermuda to Chicago that are best for you.

Fly from

Bermuda

Fly to

Chicago

Route

Depart

Return

Price

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

sex 10/10

12:50 pm-6:38 pm

3 stops31h 48m

Chicago O'Hare Intl

seg 10/13

7:51 pm-11:50 am

3 stops37h 59m

$673

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

sex 10/10

2:37 pm-11:53 pm

1 stop11h 16m

Chicago O'Hare Intl

seg 10/13

7:10 am-3:05 pm

1 stop5h 55m

$701

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

sex 10/10

1:25 pm-10:14 pm

2 stops10h 49m

Chicago Midway

seg 10/13

6:00 am-2:44 pm

1 stop6h 44m

$1,535

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

sex 11/7

6:55 pm-9:13 am

1 stop16h 18m

$312

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

sex 11/7

6:55 pm-9:23 pm

3 stops28h 28m

$396

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

qua 10/15

3:54 pm-10:14 pm

1 stop8h 20m

$439

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

qui 10/16

1:25 pm-8:40 am

2 stops21h 15m

$445

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

sáb 10/18

3:54 pm-10:14 pm

1 stop8h 20m

$464

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

seg 10/13

3:54 pm-10:14 pm

1 stop8h 20m

$464

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Best time to book a flight from Bermuda to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Bermuda with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Bermuda to Chicago
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated setembro 15, 2025.
Peruse reviews from past customers who have flown with American Airlines from Bermuda to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

Related info for your journey

Find useful and relevant information for your journey from Bermuda to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Bermuda to Chicago?

    American Airlines and Delta can get you from Bermuda to Chicago in just under 10h 49m. Your travel time can differ by up to 27m. Bermuda and Chicago are separated by a distance of 1421 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Bermuda to Chicago that include hotel bookings?

    Yes. In addition to deals on Bermuda to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Bermuda to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Bermuda to Chicago.

  • Can I find deals for business class flights from Bermuda to Chicago?

    Yes. Cheapflights offers flight deals from Bermuda to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Bermuda to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Bermuda to Chicago (average of $245). Flying from Bermuda to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Bermuda to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Bermuda to Chicago

Discover the top airline that operate flights from Bermuda to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated setembro 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$648Average$701FlexibilityNo cancel feeOn-time71%

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