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Cheap flights from Bermuda to Chicago from $373

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Bermuda to Chicago departing on 7/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Bermuda to Chicago

Recent round-trip flight deals from Bermuda to Chicago

Enter your travel dates to find the best prices.
Delta Logo
1:06 pm - 10:36 pm
BDA
-
MDW
11h 30m
2 stops
Delta Logo
6:05 am - 2:35 pm
MDW
-
BDA
6h 30m
1 stop
$818Delta
Fri, Aug 14 - Mon, Aug 17
Multiple Airlines Logo
6:45 pm - 9:40 am
BDA
-
MDW
16h 55m
1 stop
Multiple Airlines Logo
9:24 am - 10:57 am
MDW
-
BDA
23h 33m
3 stops
$1,513Multiple Airlines
Fri, Aug 14 - Mon, Aug 17
Multiple Airlines Logo
8:05 am - 6:37 pm
BDA
-
MDW
12h 32m
2 stops
Multiple Airlines Logo
5:35 pm - 3:15 pm
MDW
-
BDA
19h 40m
3 stops
$1,584Multiple Airlines
Thu, Oct 8 - Tue, Oct 13

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momondo Fare Finder

 
Customize your flight search to find flights from Bermuda to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated June 22, 2026.
Use the filters below to find and compare flights from Bermuda to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Fri 8/14

1:06 pm-10:36 pm

2 stops11h 30m

Chicago Midway

Mon 8/17

6:05 am-2:35 pm

1 stop6h 30m

$818

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Fri 8/14

6:45 pm-9:40 am

1 stop16h 55m

Chicago Midway

Mon 8/17

9:24 am-10:57 am

3 stops23h 33m

$1,513

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 10/8

8:05 am-6:37 pm

2 stops12h 32m

Chicago Midway

Tue 10/13

5:35 pm-3:15 pm

3 stops19h 40m

$1,584
Cheapest one-way

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Wed 7/8

6:45 pm-2:35 pm

1 stop21h 50m

$373

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Mon 11/2

8:00 am-10:58 am

2 stops28h 58m

$425

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Sun 11/1

8:00 am-10:58 am

2 stops28h 58m

$431

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 9/10

8:15 am-9:58 pm

2 stops15h 43m

$475

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 9/10

3:55 pm-10:58 am

3 stops21h 03m

$483
Quickest one-way

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Mon 11/2

2:50 pm-10:10 pm

1 stop9h 20m

$484

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Wed 7/8

8:15 am-9:40 am

2 stops27h 25m

$522

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Bermuda to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Bermuda to Chicago Midway?

Delta is the most popular carrier operating from Bermuda to Chicago Midway

Cheap Bermuda to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Bermuda to Chicago Midway Airport

Fastest flight time

26h 15m

Direct flights

None
The fastest flight from Bermuda to Chicago Midway Airport takes 26h 15m
There are no direct flights from Bermuda to Chicago Midway Airport. There are no popular flight routes from Bermuda to Chicago Midway Airport.
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Frequently asked questions about flying from Bermuda to Chicago Midway Airport

  • When did momondo last update prices for flights from Bermuda to Chicago Midway Airport?

    Prices for flights from Bermuda to Chicago Midway Airport are updated daily.

  • How old do you have to be to fly from Bermuda to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Bermuda to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Bermuda to Chicago?

Finding the right flight to Chicago from Bermuda is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Bermuda to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Bermuda on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Bermuda to Chicago?

Once you have performed a search for Bermuda to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Bermuda to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Bermuda are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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