Chicago

$516+ Cheap flights from Bermuda to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDA — CHI
Dec 3 — Dec 101
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Bermuda to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 November 3, 2025.

This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 12/48:00 amBDA - ORD
1 stop16h 11mMultiple Airlines
Thu 12/117:05 amORD - BDA
2 stops35h 25mMultiple Airlines
Deal found 11/2$516
This Delta deal was found by Cheapflights users on 11/2. 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.
Thu 12/41:25 pmBDA - MDW
2 stops21h 29mDelta
Thu 12/111:14 pmMDW - BDA
2 stops20h 56mDelta
Deal found 11/2$556
This Delta deal was found by Cheapflights users on 11/2. 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.
Mon 12/81:25 pmBDA - ORD
2 stops20h 39mDelta
Sun 12/145:59 pmORD - BDA
2 stops16h 11mDelta
Deal found 11/2$556
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:00 amBDA - MDW
1 stop7h 01mMultiple Airlines
Thu 12/117:23 pmMDW - BDA
2 stops40h 52mMultiple Airlines
Deal found 11/2$564
This deal was found by Cheapflights users on 11/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/222:45 pmBDA - ORD
1 stop8h 30mUnited Airlines
Mon 1/56:00 amORD - BDA
1 stop5h 35mUnited Airlines
Deal found 11/2$607
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Mon 12/83:55 pmBDA - ORD
3 stops30h 06mMultiple Airlines
Sun 12/141:52 pmORD - BDA
3 stops29h 33mMultiple Airlines
Deal found 11/2$667
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:15 amBDA - MDW
1 stop27h 50mMultiple Airlines
Sun 12/1411:00 amMDW - BDA
1 stop25h 55mMultiple Airlines
Deal found 11/2$829

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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$516
(Mytrip)
Provider with most accurate pricing for Hamilton L.F Wade Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Hamilton L.F Wade Intl-Chicago (CHI) flights.
From Bermuda to Chicago (CHI)

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 November 3, 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

Thu 12/4

8:00 am-10:11 pm

1 stop16h 11m

Chicago O'Hare Intl

Thu 12/11

8:15 pm-8:30 pm

1 stop22h 15m

$516

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 12/4

1:25 pm-8:54 am

2 stops21h 29m

Chicago Midway

Thu 12/11

1:14 pm-12:10 pm

2 stops20h 56m

$556

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 12/8

8:30 am-6:07 pm

1 stop11h 37m

Chicago O'Hare Intl

Sun 12/14

5:00 am-2:58 pm

1 stop7h 58m

$556

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Mon 12/8

3:59 pm-11:47 pm

1 stop9h 48m

Chicago Midway

Sun 12/14

10:49 am-12:10 pm

2 stops23h 21m

$556

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 12/8

1:25 pm-8:04 am

2 stops20h 39m

Chicago O'Hare Intl

Sun 12/14

5:59 pm-12:10 pm

2 stops16h 11m

$556

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 12/4

1:25 pm-12:01 am

2 stops12h 36m

Chicago O'Hare Intl

Thu 12/11

11:00 am-12:10 pm

2 stops23h 10m

$556

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 12/4

8:00 am-1:01 pm

1 stop7h 01m

Chicago Midway

Thu 12/11

7:23 pm-2:15 pm

2 stops40h 52m

$564

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 12/22

2:45 pm-9:15 pm

1 stop8h 30m

Chicago O'Hare Intl

Mon 1/5

6:00 am-1:35 pm

1 stop5h 35m

$607

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 4/23

1:20 pm-9:36 pm

1 stop10h 16m

Chicago O'Hare Intl

Mon 4/27

6:00 am-2:34 pm

1 stop6h 34m

$657

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 4/23

1:20 pm-9:51 am

2 stops22h 31m

Chicago Midway

Mon 4/27

6:00 am-2:34 pm

1 stop6h 34m

$661

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 11 results
1
2

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 November 3, 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.

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Boarding

7.5

Food

6.4

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.

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Boarding

7.5

Food

6.4

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?

    Delta and American Airlines can get you from Bermuda to Chicago in just under 11h 37m. Your travel time can differ by up to 9h 52m. Bermuda and Chicago are separated by a distance of 1433 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.

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
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Bermuda to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$648Average$701FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.