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Cheap flights from Bermuda to Chicago from $295

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 11/16. 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
0 bags

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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
3:59 pm - 11:47 pmBDA-MDW
9h 48m1 stop
Delta Logo
10:49 am - 12:10 pmMDW-BDA
23h 21m2 stops
$556Delta
Find Deal
Mon, Dec 8 - Sun, Dec 14
Delta Logo
1:25 pm - 8:04 amBDA-ORD
20h 39m2 stops
Delta Logo
5:59 pm - 12:10 pmORD-BDA
16h 11m2 stops
$556Delta
Find Deal
Mon, Dec 8 - Sun, Dec 14
American Airlines Logo
3:52 pm - 11:42 pmBDA-ORD
9h 50m1 stop
American Airlines Logo
4:05 pm - 3:00 pmORD-BDA
20h 55m1 stop
$577American Airlines
Find Deal
Thu, Dec 18 - Thu, Dec 25
Multiple Airlines Logo
8:00 am - 1:01 pmBDA-MDW
7h 01m1 stop
Multiple Airlines Logo
7:44 am - 2:15 pmMDW-BDA
28h 31m1 stop
$607Multiple Airlines
Find Deal
Thu, Dec 18 - Thu, Dec 25
Multiple Airlines Logo
8:30 am - 6:34 pmBDA-ORD
12h 04m1 stop
Multiple Airlines Logo
6:48 am - 9:25 pmORD-BDA
12h 37m2 stops
$629Multiple Airlines
Find Deal
Wed, Nov 19 - Mon, Nov 24
Delta Logo
1:20 pm - 9:36 pmBDA-ORD
10h 16m1 stop
Delta Logo
6:00 am - 2:34 pmORD-BDA
6h 34m1 stop
$657Delta
Find Deal
Thu, Apr 23 - Mon, Apr 27
Delta Logo
1:20 pm - 9:51 amBDA-MDW
22h 31m2 stops
Delta Logo
6:00 am - 2:34 pmMDW-BDA
6h 34m1 stop
$661Delta
Find Deal
Thu, Apr 23 - Mon, Apr 27
Delta Logo
1:20 pm - 9:24 amBDA-ORD
22h 04m2 stops
Delta Logo
6:00 am - 2:34 pmORD-BDA
6h 34m1 stop
$661Delta
Find Deal
Thu, Apr 23 - Mon, Apr 27
Multiple Airlines Logo
3:55 pm - 8:01 pmBDA-ORD
30h 06m3 stops
Multiple Airlines Logo
1:52 pm - 9:25 pmORD-BDA
29h 33m3 stops
$667Multiple Airlines
Find Deal
Mon, Dec 8 - Sun, Dec 14
American Airlines Logo
3:52 pm - 11:42 pmBDA-ORD
9h 50m1 stop
American Airlines Logo
7:11 am - 3:00 pmORD-BDA
5h 49m1 stop
$748American Airlines
Find Deal
Fri, Dec 19 - Fri, Dec 26

Delta flights from Bermuda to Chicago

Our best Delta deals on Bermuda to Chicago flight tickets
Delta
Dec 8
BDA1:25 pmHamilton L.F Wade Intl
20h 39m
2 stops
ORD8:04 amChicago O'Hare Intl
Dec 14
ORD5:59 pmChicago O'Hare Intl
16h 11m
2 stops
BDA12:10 pmHamilton L.F Wade Intl
$556
Find similar
Delta
Apr 23
BDA1:20 pmHamilton L.F Wade Intl
10h 16m
1 stop
ORD9:36 pmChicago O'Hare Intl
Apr 27
ORD6:00 amChicago O'Hare Intl
6h 34m
1 stop
BDA2:34 pmHamilton L.F Wade Intl
$657
Find similar
Delta
Apr 23
BDA1:20 pmHamilton L.F Wade Intl
22h 04m
2 stops
ORD9:24 amChicago O'Hare Intl
Apr 27
ORD6:00 amChicago O'Hare Intl
6h 34m
1 stop
BDA2:34 pmHamilton L.F Wade Intl
$661
Find similar

American Airlines flights from Bermuda to Chicago

Our best American Airlines deals on Bermuda to Chicago flight tickets
American Airlines
Dec 18
BDA3:52 pmHamilton L.F Wade Intl
9h 50m
1 stop
ORD11:42 pmChicago O'Hare Intl
Dec 25
ORD4:05 pmChicago O'Hare Intl
20h 55m
1 stop
BDA3:00 pmHamilton L.F Wade Intl
$577
Find similar
American Airlines
Dec 19
BDA3:52 pmHamilton L.F Wade Intl
9h 50m
1 stop
ORD11:42 pmChicago O'Hare Intl
Dec 26
ORD7:11 amChicago O'Hare Intl
5h 49m
1 stop
BDA3:00 pmHamilton L.F Wade Intl
$748
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated November 5, 2025.
Use the filters below to find and compare flights from Bermuda to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Mon 12/8

3:59 pm-11:47 pm

1 stop9h 48m

Chicago Midway

Sun 12/14

10:49 am-12:10 pm

2 stops23h 21m

$556

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 12/8

1:25 pm-8:04 am

2 stops20h 39m

Chicago O'Hare Intl

Sun 12/14

5:59 pm-12:10 pm

2 stops16h 11m

$556

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 12/18

3:52 pm-11:42 pm

1 stop9h 50m

Chicago O'Hare Intl

Thu 12/25

4:05 pm-3:00 pm

1 stop20h 55m

$577

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 12/18

8:00 am-1:01 pm

1 stop7h 01m

Chicago Midway

Thu 12/25

7:44 am-2:15 pm

1 stop28h 31m

$607

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Wed 11/19

8:30 am-6:34 pm

1 stop12h 04m

Chicago O'Hare Intl

Mon 11/24

6:48 am-9:25 pm

2 stops12h 37m

$629

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 4/23

1:20 pm-9:36 pm

1 stop10h 16m

Chicago O'Hare Intl

Mon 4/27

6:00 am-2:34 pm

1 stop6h 34m

$657

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 4/23

1:20 pm-9:51 am

2 stops22h 31m

Chicago Midway

Mon 4/27

6:00 am-2:34 pm

1 stop6h 34m

$661

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 4/23

1:20 pm-9:24 am

2 stops22h 04m

Chicago O'Hare Intl

Mon 4/27

6:00 am-2:34 pm

1 stop6h 34m

$661

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 12/8

3:55 pm-8:01 pm

3 stops30h 06m

Chicago O'Hare Intl

Sun 12/14

1:52 pm-9:25 pm

3 stops29h 33m

$667

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Fri 12/19

3:52 pm-11:42 pm

1 stop9h 50m

Chicago O'Hare Intl

Fri 12/26

7:11 am-3:00 pm

1 stop5h 49m

$748

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $458. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Bermuda to Chicago for around $850.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Bermuda to Chicago during this time can be as low as $546. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $850.

Cheap Bermuda to Chicago flight deals and tips

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

Direct flights

None
There are no direct flights from Bermuda to Chicago. There are no popular flight routes from Bermuda to Chicago.
Search flight deals

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

    Prices for flights from Bermuda to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Bermuda to Chicago?

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Bermuda to Chicago.

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

    The required travel and health documents for your Chicago 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. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Bermuda to Chicago

Compare and see reviews for airlines that fly from Bermuda to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $648Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights

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
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Bermuda to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

All flight searches from Bermuda to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Bermuda and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Bermuda to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport