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$136+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDA
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
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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 September 19, 2025.

Round-trip from

$469
(FlightHub)

One-way from

$136
(Air Canada)

Popular in

August

Cheapest in

February

Average price

$666
From Chicago (CHI) to Bermuda
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One-way flight from Chicago (CHI) to Bermuda
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Highest demand for flights based on searches. 9% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 19, 2025.

This Air Canada deal was found by Cheapflights users on 9/17. 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.
Thu 9/251:55 pmORD - BDA
2 stops19h 55mAir Canada
Wed 10/112:50 pmBDA - ORD
1 stop6h 43mAir Canada
Deal found 9/17$451
This Expedia deal was found by Cheapflights users on 9/17. 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 9/247:11 amORD - BDA
2 stops50h 39mAir Canada
Wed 10/112:50 pmBDA - ORD
1 stop7h 32mAir Canada
Deal found 9/17$466
This FlightHub deal was found by Cheapflights users on 9/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/128:25 pmORD - BDA
1 stop13h 25mAir Canada
Sat 10/185:45 pmBDA - ORD
1 stop18h 06mAir Canada
Deal found 9/16$469
This Air Canada deal was found by Cheapflights users on 9/17. 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.
Sat 11/16:05 pmORD - BDA
2 stops22h 55mAir Canada
Fri 11/76:55 pmBDA - ORD
2 stops18h 23mAir Canada
Deal found 9/17$481
This Orbitz deal was found by Cheapflights users on 9/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/263:35 pmORD - BDA
2 stops48h 25mAir Canada
Sun 11/306:50 pmBDA - ORD
2 stops39h 10mAir Canada
Deal found 9/17$496
This Expedia deal was found by Cheapflights users on 9/17. 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.
Mon 10/207:13 pmORD - BDA
1 stop15h 22mJetBlue
Wed 10/221:48 pmBDA - ORD
1 stop6h 30mJetBlue
Deal found 9/17$587
This Mytrip deal was found by Cheapflights users on 9/16. 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.
Wed 11/53:35 pmORD - BDA
2 stops48h 25mMultiple Airlines
Wed 11/128:05 amBDA - ORD
1 stop8h 51mMultiple Airlines
Deal found 9/16$594
This Delta deal was found by Cheapflights users on 9/17. 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 11/176:00 amMDW - BDA
1 stop6h 40mDelta
Mon 11/243:55 pmBDA - MDW
1 stop9h 37mDelta
Deal found 9/17$653
This Delta deal was found by Cheapflights users on 9/17. 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 10/206:00 amMDW - BDA
1 stop6h 44mDelta
Wed 10/223:54 pmBDA - MDW
1 stop8h 20mDelta
Deal found 9/17$688
This Delta deal was found by Cheapflights users on 9/17. 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.
Wed 9/246:00 amMDW - BDA
1 stop6h 49mDelta
Wed 10/13:59 pmBDA - MDW
1 stop7h 37mDelta
Deal found 9/17$887
This Delta deal was found by Cheapflights users on 9/18. 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.
Wed 12/246:00 amMDW - BDA
1 stop6h 40mDelta
Fri 1/21:20 pmBDA - MDW
2 stops10h 56mDelta
Deal found 9/18$1,166
This Delta deal was found by Cheapflights users on 9/17. 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.
Wed 11/266:00 amMDW - BDA
1 stop6h 40mDelta
Sun 11/301:25 pmBDA - MDW
2 stops12h 07mDelta
Deal found 9/17$1,609

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 September 19, 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

Sun 10/12

10:40 am-11:50 am

2 stops23h 10m

Hamilton L.F Wade Intl

Sat 10/18

5:45 pm-9:51 am

1 stop18h 06m

$469

ChicagoHamilton

ORD - BDA

ORDBDA

Chicago O'Hare Intl

Sat 11/1

8:15 pm-7:00 pm

1 stop20h 45m

Hamilton L.F Wade Intl

Fri 11/7

6:55 pm-9:13 am

1 stop16h 18m

$476

ChicagoHamilton

ORD - BDA

ORDBDA

Chicago O'Hare Intl

Fri 11/28

8:00 am-6:00 pm

1 stop8h 00m

Hamilton L.F Wade Intl

Sun 12/7

6:50 pm-11:18 am

2 stops18h 28m

$476

ChicagoHamilton

ORD - BDA

ORDBDA

Chicago O'Hare Intl

Thu 10/16

9:12 pm-4:55 pm

2 stops41h 43m

Hamilton L.F Wade Intl

Sun 10/19

12:50 pm-8:17 pm

2 stops33h 27m

$486

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-12:08 pm

1 stop19h 18m

$496

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Mon 11/17

6:00 am-2:40 pm

1 stop6h 40m

Hamilton L.F Wade Intl

Mon 11/24

3:55 pm-11:32 pm

1 stop9h 37m

$653

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Mon 10/20

6:00 am-2:44 pm

1 stop6h 44m

Hamilton L.F Wade Intl

Wed 10/22

3:54 pm-10:14 pm

1 stop8h 20m

$688

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Wed 12/24

6:00 am-2:40 pm

1 stop6h 40m

Hamilton L.F Wade Intl

Fri 1/2

1:20 pm-10:16 pm

2 stops10h 56m

$1,166

ChicagoHamilton

ORD - BDA

ORDBDA

Chicago O'Hare Intl

Mon 10/6

6:00 pm-11:50 am

2 stops39h 50m

$141

ChicagoHamilton

ORD - BDA

ORDBDA

Chicago O'Hare Intl

Tue 10/7

6:06 pm-11:50 am

2 stops15h 44m

$141

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 20 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 September 19, 2025.

When flying from Chicago to Bermuda, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 19, 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
8,926 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.

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 6h 40m. Air Canada provides one of the quickest options available for as low as $653. 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.

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

    Currently, April is the cheapest month in which you can book a flight from Chicago to Bermuda (average of $394). Flying from Chicago to Bermuda in December is currently the most expensive (average of $534). 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

Browse thousands of different options on Cheapflights for your next trip

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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 2 airlines flying from Chicago to Bermuda

Discover the top 2 airlines 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 September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$559Average$848FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$618Average$706FlexibilityNo cancel feeOn-time71%

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