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Cheap flights from Bermuda to Chicago from $378

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 7/21. 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

Discover deals from 900+ travel sites with momondo.

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.
JetBlue Logo
3:35 pm - 5:35 pm
BDA
-
ORD
28h 00m
1 stop
JetBlue Logo
6:00 am - 2:30 pm
ORD
-
BDA
6h 30m
1 stop
$522JetBlue
Mon, Aug 17 - Tue, Aug 25
Air Canada Logo
1:35 pm - 8:05 pm
BDA
-
ORD
32h 30m
2 stops
Air Canada Logo
8:40 am - 12:40 pm
ORD
-
BDA
26h 00m
2 stops
$554Air Canada
Mon, Aug 17 - Tue, Aug 25
Air Canada Logo
1:35 pm - 8:05 pm
BDA
-
ORD
32h 30m
2 stops
Air Canada Logo
9:50 am - 12:40 pm
ORD
-
BDA
24h 50m
1 stop
$555Air Canada
Mon, Aug 17 - Tue, Aug 25
Air Canada Logo
1:35 pm - 9:00 am
BDA
-
ORD
21h 25m
1 stop
Air Canada Logo
3:40 pm - 12:40 pm
ORD
-
BDA
43h 00m
2 stops
$567Air Canada
Sun, Aug 23 - Wed, Aug 26
JetBlue Logo
3:35 pm - 8:43 am
BDA
-
ORD
19h 08m
1 stop
JetBlue Logo
6:00 am - 2:30 pm
ORD
-
BDA
6h 30m
1 stop
$568JetBlue
Sun, Aug 23 - Wed, Aug 26
Multiple Airlines Logo
6:45 pm - 9:45 am
BDA
-
MDW
17h 00m
1 stop
Multiple Airlines Logo
3:15 pm - 10:57 am
MDW
-
BDA
17h 42m
1 stop
$643Multiple Airlines
Sun, Aug 23 - Wed, Aug 26
JetBlue Logo
3:35 pm - 9:58 pm
BDA
-
ORD
8h 23m
1 stop
JetBlue Logo
8:10 pm - 11:50 am
ORD
-
BDA
13h 40m
1 stop
$645JetBlue
Thu, Jul 23 - Tue, Jul 28
JetBlue Logo
3:35 pm - 9:58 pm
BDA
-
ORD
8h 23m
1 stop
JetBlue Logo
8:10 pm - 11:50 am
ORD
-
BDA
13h 40m
1 stop
$675JetBlue
Thu, Jul 23 - Mon, Jul 27
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
$966Delta
Sun, Aug 23 - Wed, Aug 26
Delta Logo
1:06 pm - 10:15 pm
BDA
-
MDW
11h 09m
2 stops
Delta Logo
6:00 am - 2:31 pm
MDW
-
BDA
6h 31m
1 stop
$1,523Delta
Thu, Jul 23 - Mon, Jul 27

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JetBlue flights from Bermuda to Chicago

Our best JetBlue deals on Bermuda to Chicago flight tickets
JetBlue
Aug 17
BDA3:35 pmHamilton L.F Wade Intl
28h 00m
1 stop
ORD5:35 pmChicago O'Hare Intl
Aug 25
ORD6:00 amChicago O'Hare Intl
6h 30m
1 stop
BDA2:30 pmHamilton L.F Wade Intl
$522
JetBlue
Aug 23
BDA3:35 pmHamilton L.F Wade Intl
19h 08m
1 stop
ORD8:43 amChicago O'Hare Intl
Aug 26
ORD6:00 amChicago O'Hare Intl
6h 30m
1 stop
BDA2:30 pmHamilton L.F Wade Intl
$568
JetBlue
Jul 23
BDA3:35 pmHamilton L.F Wade Intl
8h 23m
1 stop
ORD9:58 pmChicago O'Hare Intl
Jul 28
ORD8:10 pmChicago O'Hare Intl
13h 40m
1 stop
BDA11:50 amHamilton L.F Wade Intl
$645

Air Canada flights from Bermuda to Chicago

Our best Air Canada deals on Bermuda to Chicago flight tickets
Air Canada
Aug 17
BDA1:35 pmHamilton L.F Wade Intl
32h 30m
2 stops
ORD8:05 pmChicago O'Hare Intl
Aug 25
ORD8:40 amChicago O'Hare Intl
26h 00m
2 stops
BDA12:40 pmHamilton L.F Wade Intl
$554
Air Canada
Aug 17
BDA1:35 pmHamilton L.F Wade Intl
32h 30m
2 stops
ORD8:05 pmChicago O'Hare Intl
Aug 25
ORD9:50 amChicago O'Hare Intl
24h 50m
1 stop
BDA12:40 pmHamilton L.F Wade Intl
$555
Air Canada
Aug 23
BDA1:35 pmHamilton L.F Wade Intl
21h 25m
1 stop
ORD9:00 amChicago O'Hare Intl
Aug 26
ORD3:40 pmChicago O'Hare Intl
43h 00m
2 stops
BDA12:40 pmHamilton L.F Wade Intl
$567

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 July 7, 2026.
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

Cheapest round-trip

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 8/17

3:35 pm-5:35 pm

1 stop28h 00m

Chicago O'Hare Intl

Tue 8/25

6:00 am-2:30 pm

1 stop6h 30m

$522

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 8/17

1:35 pm-8:05 pm

2 stops32h 30m

Chicago O'Hare Intl

Tue 8/25

8:40 am-12:40 pm

2 stops26h 00m

$554

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 8/17

1:35 pm-8:05 pm

2 stops32h 30m

Chicago O'Hare Intl

Tue 8/25

9:50 am-12:40 pm

1 stop24h 50m

$555

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Sun 8/23

1:35 pm-9:00 am

1 stop21h 25m

Chicago O'Hare Intl

Wed 8/26

3:40 pm-12:40 pm

2 stops43h 00m

$567

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Sun 8/23

3:35 pm-8:43 am

1 stop19h 08m

Chicago O'Hare Intl

Wed 8/26

6:00 am-2:30 pm

1 stop6h 30m

$568

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Sun 8/23

6:45 pm-9:45 am

1 stop17h 00m

Chicago Midway

Wed 8/26

3:15 pm-10:57 am

1 stop17h 42m

$643

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 7/23

3:35 pm-9:58 pm

1 stop8h 23m

Chicago O'Hare Intl

Tue 7/28

8:10 pm-11:50 am

1 stop13h 40m

$645

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Thu 7/23

3:35 pm-9:58 pm

1 stop8h 23m

Chicago O'Hare Intl

Mon 7/27

8:10 pm-11:50 am

1 stop13h 40m

$675

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Sun 8/23

1:06 pm-10:36 pm

2 stops11h 30m

Chicago Midway

Wed 8/26

6:05 am-2:35 pm

1 stop6h 30m

$966
Quickest round-trip

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 7/23

1:06 pm-10:15 pm

2 stops11h 09m

Chicago Midway

Mon 7/27

6:00 am-2:31 pm

1 stop6h 31m

$1,523

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 airline that flies from Bermuda to Chicago?

JetBlue and Air Canada are the most popular carriers operating from Bermuda to Chicago

Cheap Bermuda to Chicago flight deals and tips

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

Fastest flight time

8h 23m

Direct flights

None
The fastest flight from Bermuda to Chicago takes 8h 23m
There are no direct flights from Bermuda to Chicago. There are no popular flight routes from Bermuda to Chicago.
Search flight deals

Frequently asked questions about flying from Bermuda to Chicago

  • 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 $741Free CancellationRating
7.1
11,784 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
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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