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$526+ Cheap flights from Midway (MDW) to Bermuda

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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BDA
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Midway to Bermuda

Cheapest flights from Midway to Bermuda
Explore the most affordable flight options available from Midway to Bermuda. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:44 amMDW - BDA
1 stop28h 31mMultiple Airlines
Sun 1/48:00 amBDA - MDW
1 stop7h 01mMultiple Airlines
Deal found 12/21$802
This Delta deal was found by Cheapflights users on 12/21. 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.
Sat 12/276:00 amMDW - BDA
1 stop6h 40mDelta
Wed 12/313:59 pmBDA - MDW
1 stop8h 23mDelta
Deal found 12/21$1,063
This Delta deal was found by Cheapflights users on 12/19. 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 12/206:00 amMDW - BDA
1 stop6h 40mDelta
Mon 12/293:59 pmBDA - MDW
1 stop8h 23mDelta
Deal found 12/19$1,496

Find flight deals from Midway to Bermuda

Keep the following information in mind while searching for Midway to Bermuda flight deals. Data was last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$778
(Kiwi.com)

Popular in

August

Cheapest in

May

Average price

$850
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 Midway to Bermuda
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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 December 23, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Bermuda that are best for you.

Fly from

Midway

Fly to

Bermuda

Route

Depart

Return

Price

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Fri 1/16

8:04 pm-2:15 pm

2 stops16h 11m

Hamilton L.F Wade Intl

Sun 1/18

8:00 am-12:02 am

1 stop18h 02m

$526

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Tue 12/30

7:44 am-2:15 pm

1 stop28h 31m

Hamilton L.F Wade Intl

Sun 1/4

8:00 am-1:01 pm

1 stop7h 01m

$802

ChicagoHamilton

MDW - BDA

MDWBDA

Chicago Midway

Sat 12/27

6:00 am-2:40 pm

1 stop6h 40m

Hamilton L.F Wade Intl

Wed 12/31

3:59 pm-10:22 pm

1 stop8h 23m

$1,063

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Best time to book a flight from Midway to Bermuda

Have a flexible travel schedule? Discover the best time to fly to Bermuda from Midway 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 Midway Airport to Bermuda
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Midway Airport to Bermuda?

    Airlines like Delta fly from Chicago Midway Airport to Bermuda in about 6h 40m. The time it takes to get you to your destination can typically vary by up to . There are 1421 mi between Chicago Midway Airport and Bermuda.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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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