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Cheap flights from Bermuda to Chicago from $288

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 3/29. 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.
Air Canada Logo
1:20 pm - 1:25 pm
BDA
-
ORD
26h 05m
1 stop
Air Canada Logo
9:50 am - 12:20 pm
ORD
-
BDA
24h 30m
1 stop
$534Air Canada
Sun, Jun 14 - Fri, Jun 19
Air Canada Logo
1:20 pm - 1:25 pm
BDA
-
ORD
26h 05m
1 stop
Air Canada Logo
8:45 am - 12:20 pm
ORD
-
BDA
25h 35m
2 stops
$538Air Canada
Sun, Jun 14 - Fri, Jun 19
Air Canada Logo
1:45 pm - 2:55 pm
BDA
-
ORD
27h 10m
1 stop
Air Canada Logo
5:35 pm - 12:20 pm
ORD
-
BDA
16h 45m
1 stop
$550Air Canada
Fri, Jun 19 - Sun, Jul 5
Air Canada Logo
1:45 pm - 1:22 pm
BDA
-
ORD
25h 37m
1 stop
Air Canada Logo
8:45 am - 12:20 pm
ORD
-
BDA
25h 35m
2 stops
$554Air Canada
Fri, Jun 19 - Sun, Jul 5
Multiple Airlines Logo
1:10 pm - 7:41 am
BDA
-
ORD
20h 31m
2 stops
Multiple Airlines Logo
8:20 pm - 12:20 pm
ORD
-
BDA
14h 00m
1 stop
$567Multiple Airlines
Tue, May 5 - Sun, May 10
Multiple Airlines Logo
1:10 pm - 9:36 pm
BDA
-
ORD
10h 26m
1 stop
Multiple Airlines Logo
8:20 pm - 12:20 pm
ORD
-
BDA
14h 00m
1 stop
$581Multiple Airlines
Tue, May 5 - Sun, May 10
Air Canada Logo
1:20 pm - 1:22 pm
BDA
-
ORD
26h 02m
1 stop
Air Canada Logo
9:50 am - 12:20 pm
ORD
-
BDA
24h 30m
1 stop
$607Air Canada
Fri, Aug 14 - Fri, Aug 21
Multiple Airlines Logo
8:15 am - 7:25 pm
BDA
-
ORD
13h 10m
2 stops
Multiple Airlines Logo
8:45 am - 12:45 pm
ORD
-
BDA
26h 00m
2 stops
$616Multiple Airlines
Tue, May 5 - Sun, May 10
Multiple Airlines Logo
2:35 pm - 10:10 am
BDA
-
ORD
21h 35m
1 stop
Multiple Airlines Logo
7:25 am - 7:50 pm
ORD
-
BDA
34h 25m
2 stops
$622Multiple Airlines
Mon, Mar 16 - Thu, Mar 19
Delta Logo
1:15 pm - 9:45 pm
BDA
-
MDW
10h 30m
2 stops
Delta Logo
6:00 am - 2:38 pm
MDW
-
BDA
6h 38m
1 stop
$1,269Delta
Thu, Jun 11 - Mon, Jun 15

Air Canada flights from Bermuda to Chicago

Our best Air Canada deals on Bermuda to Chicago flight tickets
Air Canada
Jun 14
BDA1:20 pmHamilton L.F Wade Intl
26h 05m
1 stop
ORD1:25 pmChicago O'Hare Intl
Jun 19
ORD9:50 amChicago O'Hare Intl
24h 30m
1 stop
BDA12:20 pmHamilton L.F Wade Intl
$534
Air Canada
Jun 14
BDA1:20 pmHamilton L.F Wade Intl
26h 05m
1 stop
ORD1:25 pmChicago O'Hare Intl
Jun 19
ORD8:45 amChicago O'Hare Intl
25h 35m
2 stops
BDA12:20 pmHamilton L.F Wade Intl
$538
Air Canada
Jun 19
BDA1:45 pmHamilton L.F Wade Intl
27h 10m
1 stop
ORD2:55 pmChicago O'Hare Intl
Jul 5
ORD5:35 pmChicago O'Hare Intl
16h 45m
1 stop
BDA12:20 pmHamilton L.F Wade Intl
$550

American Airlines flights from Bermuda to Chicago

Our best American Airlines deals on Bermuda to Chicago flight tickets
American Airlines
Jun 11
BDA11:20 amHamilton L.F Wade Intl
6h 34m
1 stop
ORD3:54 pmChicago O'Hare Intl
Jun 15
ORD5:10 amChicago O'Hare Intl
7h 08m
1 stop
BDA2:18 pmHamilton L.F Wade Intl
$708
American Airlines
Jun 18
BDA3:08 pmHamilton L.F Wade Intl
6h 40m
1 stop
ORD7:48 pmChicago O'Hare Intl
Jun 22
ORD8:48 amChicago O'Hare Intl
11h 02m
2 stops
BDA9:50 pmHamilton L.F Wade Intl
$712
American Airlines
Apr 2
BDA3:53 pmHamilton L.F Wade Intl
19h 15m
1 stop
ORD9:08 amChicago O'Hare Intl
Apr 5
ORD4:21 pmChicago O'Hare Intl
16h 38m
1 stop
BDA10:59 amHamilton L.F Wade Intl
$784

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 March 6, 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

Sun 6/14

1:20 pm-1:25 pm

1 stop26h 05m

Chicago O'Hare Intl

Fri 6/19

9:50 am-12:20 pm

1 stop24h 30m

$534

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Sun 6/14

1:20 pm-1:25 pm

1 stop26h 05m

Chicago O'Hare Intl

Fri 6/19

8:45 am-12:20 pm

2 stops25h 35m

$538

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Fri 6/19

1:45 pm-2:55 pm

1 stop27h 10m

Chicago O'Hare Intl

Sun 7/5

5:35 pm-12:20 pm

1 stop16h 45m

$550

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Fri 6/19

1:45 pm-1:22 pm

1 stop25h 37m

Chicago O'Hare Intl

Sun 7/5

8:45 am-12:20 pm

2 stops25h 35m

$554

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Tue 5/5

1:10 pm-7:41 am

2 stops20h 31m

Chicago O'Hare Intl

Sun 5/10

8:20 pm-12:20 pm

1 stop14h 00m

$567

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Tue 5/5

1:10 pm-9:36 pm

1 stop10h 26m

Chicago O'Hare Intl

Sun 5/10

8:20 pm-12:20 pm

1 stop14h 00m

$581

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Fri 8/14

1:20 pm-1:22 pm

1 stop26h 02m

Chicago O'Hare Intl

Fri 8/21

9:50 am-12:20 pm

1 stop24h 30m

$607

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Tue 5/5

8:15 am-7:25 pm

2 stops13h 10m

Chicago O'Hare Intl

Sun 5/10

8:45 am-12:45 pm

2 stops26h 00m

$616

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 3/16

2:35 pm-10:10 am

1 stop21h 35m

Chicago O'Hare Intl

Thu 3/19

7:25 am-7:50 pm

2 stops34h 25m

$622
Quickest round-trip

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Thu 6/11

1:15 pm-9:45 pm

2 stops10h 30m

Chicago Midway

Mon 6/15

6:00 am-2:38 pm

1 stop6h 38m

$1,269

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?

Air Canada and Delta 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

7h 00m

Direct flights

None
The fastest flight from Bermuda to Chicago takes 7h 00m
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 $689Free CancellationRating
7.1
11,392 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
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?

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