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$307+ 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
BDA — CHI
Apr 27 — May 41
Sun 4/27
Sun 5/4
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 April 22, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$535
(Air Canada)

One-way from

$307
(Justfly.com)
Provider with most accurate pricing for Hamilton L.F Wade Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Hamilton L.F Wade Intl-Chicago (CHI) flights.
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From Bermuda to Chicago (CHI)
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One-way flight from Bermuda to Chicago (CHI)
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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 April 22, 2025.

This Air Canada deal was found by Cheapflights users on 4/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/512:50 pmBDA - ORD
2 stops32h 04mAir Canada
Mon 5/126:19 pmORD - BDA
2 stops39h 31mAir Canada
Deal found 4/21$535
This Mytrip deal was found by Cheapflights users on 4/21. 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 6/59:20 amBDA - ORD
2 stops16h 45mMultiple Airlines
Thu 6/126:15 pmORD - BDA
2 stops44h 40mMultiple Airlines
Deal found 4/21$668
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/52:50 pmBDA - ORD
1 stop7h 22mUnited Airlines
Thu 6/126:00 amORD - BDA
1 stop5h 40mUnited Airlines
Deal found 4/21$702
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Thu 6/512:25 pmBDA - ORD
1 stop6h 30mAmerican Airlines
Thu 6/128:05 amORD - BDA
2 stops11h 31mAmerican Airlines
Deal found 4/21$724
This Delta deal was found by Cheapflights users on 4/21. 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 5/53:45 pmBDA - MDW
1 stop8h 37mDelta
Mon 5/126:00 amMDW - BDA
1 stop6h 34mDelta
Deal found 4/21$1,479

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 April 22, 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

Mon 5/5

12:50 pm-6:54 pm

2 stops32h 04m

Chicago O'Hare Intl

Mon 5/12

6:19 pm-11:50 am

2 stops39h 31m

$535

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 6/5

9:20 am-12:05 am

2 stops16h 45m

Chicago O'Hare Intl

Thu 6/12

6:15 pm-4:55 pm

2 stops44h 40m

$668

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 6/5

2:50 pm-8:12 pm

1 stop7h 22m

Chicago O'Hare Intl

Thu 6/12

6:00 am-1:40 pm

1 stop5h 40m

$702

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 6/5

12:25 pm-4:55 pm

1 stop6h 30m

Chicago O'Hare Intl

Thu 6/12

8:05 am-9:36 pm

2 stops11h 31m

$724

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Mon 5/5

3:45 pm-10:22 pm

1 stop8h 37m

Chicago Midway

Mon 5/12

6:00 am-2:34 pm

1 stop6h 34m

$1,479

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Wed 5/21

12:50 pm-8:12 pm

2 stops33h 22m

$307

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 5/5

12:50 pm-7:03 am

2 stops20h 13m

$361

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Wed 8/20

3:55 pm-9:47 pm

1 stop7h 52m

$439

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 5/22

11:40 am-9:54 pm

1 stop12h 14m

$475

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 5/22

9:20 am-2:04 pm

2 stops30h 44m

$537

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

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

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 April 22, 2025.
Delta
8.0
Very good
7,920 reviews

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,683 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
JetBlue
7.3
Good
2,923 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air Canada
7.0
Good
9,180 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • What are the cheapest airlines to fly from Bermuda to Chicago one-way?

    $307 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on Delta and JetBlue, with prices starting from $439 and $475, respectively.

  • 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 Bermuda?

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

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Alternative routes for Bermuda to Chicago

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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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$378Average$654FlexibilityNo cancel feeOn-time71%

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