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$230+ Cheap flights from Chicago (CHI) to Bermuda

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 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDA
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find flight deals from Chicago to Bermuda

Cheapest flights from Chicago to Bermuda
Explore the most affordable flight options available from Chicago to Bermuda. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Expedia deal was found by Cheapflights users on 11/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:55 pmORD - BDA
2 stops46h 05mAir Canada
Sun 11/306:50 pmBDA - ORD
2 stops39h 10mAir Canada
Deal found 11/1$496
This Delta deal was found by Cheapflights users on 11/3. 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 11/2710:47 amMDW - BDA
2 stops23h 18mDelta
Thu 12/41:25 pmBDA - MDW
2 stops12h 22mDelta
Deal found 11/3$534
This Air Canada deal was found by Cheapflights users on 11/1. 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.
Fri 12/57:05 amORD - BDA
2 stops11h 25mAir Canada
Sun 12/76:50 pmBDA - ORD
2 stops15h 10mAir Canada
Deal found 11/1$536
This Delta deal was found by Cheapflights users on 11/1. 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.
Sat 12/66:00 amMDW - BDA
1 stop6h 49mDelta
Wed 12/103:59 pmBDA - MDW
1 stop9h 48mDelta
Deal found 11/1$545
This Delta deal was found by Cheapflights users on 11/1. 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.
Sat 12/65:30 amORD - BDA
1 stop7h 19mDelta
Wed 12/103:59 pmBDA - ORD
1 stop8h 47mDelta
Deal found 11/1$545
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Sat 12/64:39 pmORD - BDA
1 stop16h 26mAmerican Airlines
Wed 12/108:30 amBDA - ORD
2 stops11h 32mAmerican Airlines
Deal found 11/1$549
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Fri 12/55:00 amORD - BDA
1 stop8h 08mAmerican Airlines
Sun 12/73:55 pmBDA - ORD
1 stop9h 51mAmerican Airlines
Deal found 11/1$550
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/276:20 amMDW - BDA
1 stop5h 55mMultiple Airlines
Thu 12/48:00 amBDA - MDW
1 stop7h 01mMultiple Airlines
Deal found 11/3$585
This Kiwi.com deal was found by Cheapflights users on 11/1. 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.
Fri 12/53:52 pmMDW - BDA
1 stop21h 48mMultiple Airlines
Sun 12/78:00 amBDA - MDW
1 stop7h 01mMultiple Airlines
Deal found 11/1$628
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Sun 12/216:00 amORD - BDA
1 stop5h 35mUnited Airlines
Wed 12/312:45 pmBDA - ORD
1 stop8h 30mUnited Airlines
Deal found 11/3$638
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Tue 12/303:26 pmORD - BDA
2 stops20h 49mMultiple Airlines
Sat 1/38:30 amBDA - ORD
1 stop15h 37mMultiple Airlines
Deal found 11/1$671
This Mytrip deal was found by Cheapflights users on 11/1. 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 12/258:15 pmORD - BDA
1 stop22h 15mMultiple Airlines
Thu 1/18:00 amBDA - ORD
2 stops18h 30mMultiple Airlines
Deal found 11/1$675

Cheap flight deals from Chicago to Bermuda

Keep the following information in mind while searching for Chicago to Bermuda flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$466
(Orbitz)

One-way from

$230
(Priceline)

Popular in

August

Cheapest in

February

Average price

$854
Provider with most accurate pricing for Chicago (CHI)-Hamilton L.F Wade Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Hamilton L.F Wade Intl flights.
Search Deals
From Chicago (CHI) to Bermuda
Search Deals
One-way flight from Chicago (CHI) to Bermuda
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Bermuda 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 Chicago to Bermuda that are best for you.

Fly from

Chicago

Fly to

Bermuda

Route

Depart

Return

Price

ChicagoHamilton

ORD - BDA

ORDBDA

Chicago O'Hare Intl

Thu 4/16

4:15 pm-8:30 pm

1 stop26h 15m

Hamilton L.F Wade Intl

Sun 4/19

6:50 pm-3:10 pm

1 stop22h 20m

$466

ChicagoHamilton

ORD - BDA

ORDBDA

Chicago O'Hare Intl

Thu 2/5

6:00 pm-8:30 pm

2 stops24h 30m

Hamilton L.F Wade Intl

Sun 2/8

6:50 pm-3:10 pm

1 stop22h 20m

$474

ChicagoHamilton

ORD - BDA

ORDBDA

Chicago O'Hare Intl

Thu 4/23

8:20 pm-8:30 pm

1 stop22h 10m

Hamilton L.F Wade Intl

Sun 4/26

6:50 pm-10:08 am

2 stops17h 18m

$486

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Thu 11/27

10:47 am-12:05 pm

2 stops23h 18m

Hamilton L.F Wade Intl

Thu 12/4

1:25 pm-11:47 pm

2 stops12h 22m

$534

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Sat 12/6

6:00 am-2:49 pm

1 stop6h 49m

Hamilton L.F Wade Intl

Wed 12/10

3:59 pm-11:47 pm

1 stop9h 48m

$545

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Thu 11/27

6:05 am-9:25 pm

2 stops37h 20m

Hamilton L.F Wade Intl

Thu 12/4

8:00 am-1:01 pm

1 stop7h 01m

$585

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Fri 12/5

3:52 pm-3:40 pm

1 stop21h 48m

Hamilton L.F Wade Intl

Sun 12/7

8:00 am-1:01 pm

1 stop7h 01m

$628

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Sat 4/25

6:00 am-2:34 pm

1 stop6h 34m

Hamilton L.F Wade Intl

Wed 4/29

3:45 pm-9:45 pm

1 stop8h 00m

$654

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Sun 12/21

7:44 am-2:15 pm

1 stop28h 31m

Hamilton L.F Wade Intl

Wed 12/31

8:30 am-5:38 pm

2 stops35h 08m

$679

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Thu 12/25

7:44 am-2:15 pm

1 stop28h 31m

Hamilton L.F Wade Intl

Thu 1/1

8:00 am-1:01 pm

1 stop7h 01m

$696

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 19 results
1
2

Best time to book a flight from Chicago to Bermuda

Have a flexible travel schedule? Discover the best time to fly to Bermuda from Chicago 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 Chicago to Bermuda

What is the cheapest time of day to fly from CHI to BM?

Find hourly flight availability from Chicago to Bermuda. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

One of the essential ways to save on airfare from Chicago to Bermuda is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 50% on airfare.

Reviews of airlines servicing Bermuda

Get insights into the airlines that provide service to Bermuda. 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 Bermuda. Reviews last updated November 3, 2025.
Read through reviews of airlines operating flights from Chicago to Bermuda, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,997 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,997 reviews
United Airlines
7.4
Good
8,997 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,038 reviews
United Airlines
7.4
Good
8,997 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from Chicago to Bermuda. 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 Chicago to Bermuda?

    A quick flight from Chicago to Bermuda can take about 23h 18m. Air Canada provides one of the quickest options available for as low as $534. Airlines will cover a distance of 1421 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Bermuda 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

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Alternative routes for Chicago to Bermuda

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

Discover the top airline that operate flights from Chicago to Bermuda. 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$618Average$706FlexibilityNo cancel feeOn-time71%

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