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Cheap flights from Bermuda to Chicago from $278

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 9/14. 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.
Air Canada Logo
1:35 pm - 7:48 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
Air Canada Logo
8:40 pm - 12:40 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
14h 00m1 stop Toronto Pearson Intl
$434Air Canada
Fri, Oct 16 - Sun, Oct 18
Air Canada Logo
1:35 pm - 7:48 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
8h 13m1 stop Toronto Pearson Intl
Air Canada Logo
3:40 pm - 12:40 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
19h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$437Air Canada
Fri, Oct 16 - Sun, Oct 18
Air Canada Logo
1:35 pm - 1:23 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
25h 48m1 stop Toronto Pearson Intl
Air Canada Logo
3:40 pm - 12:40 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
43h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$437Air Canada
Fri, Sep 11 - Mon, Sep 14
Air Canada Logo
1:35 pm - 6:46 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
31h 11m2 stops Toronto Pearson Intl Ottawa
Air Canada Logo
6:21 pm - 12:40 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
40h 19m2 stops Ottawa Toronto Pearson Intl
$444Air Canada
Fri, Sep 11 - Mon, Sep 14
Air Canada Logo
1:35 pm - 7:51 amBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
20h 16m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:40 pm - 12:40 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
19h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$446Air Canada
Fri, Oct 16 - Sun, Oct 18
Air Canada Logo
1:35 pm - 7:52 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
8h 17m1 stop Toronto Pearson Intl
Air Canada Logo
8:45 am - 12:40 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
25h 55m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$479Air Canada
Fri, Sep 4 - Tue, Sep 8
Multiple Airlines Logo
4:45 pm - 4:57 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
26h 12m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Multiple Airlines Logo
8:45 am - 12:40 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
25h 55m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$629Multiple Airlines
Fri, Sep 4 - Tue, Sep 8
Air Canada Logo
1:35 pm - 7:52 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
8h 17m1 stop Toronto Pearson Intl
Air Canada Logo
8:40 pm - 12:40 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
14h 00m1 stop Toronto Pearson Intl
$657Air Canada
Fri, Sep 4 - Tue, Sep 8
American Airlines Logo
8:30 am - 12:38 amBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
18h 08m1 stop Miami
American Airlines Logo
4:26 pm - 11:05 amORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
16h 39m1 stop New York John F Kennedy Intl
$752American Airlines
Sat, Jan 23 - Thu, Jan 28
American Airlines Logo
12:05 pm - 9:00 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
10h 55m1 stop New York John F Kennedy Intl
American Airlines Logo
9:02 am - 10:23 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
11h 21m2 stops Charlotte Douglas Miami
$756American Airlines
Sat, Jan 23 - Thu, Jan 28

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Delta flights from Bermuda to Chicago

Our best Delta deals on Bermuda to Chicago flight tickets
Delta
Oct 8
BDA4:15 pmHamilton L.F Wade Intl
8h 02m
1 stop
ORD10:17 pmChicago O'Hare Intl
Oct 13
ORD7:00 amChicago O'Hare Intl
6h 05m
1 stop
BDA3:05 pmHamilton L.F Wade Intl
$743
Delta
Sep 11
BDA1:04 pmHamilton L.F Wade Intl
11h 40m
2 stops
MDW10:44 pmChicago Midway
Sep 14
MDW6:05 amChicago Midway
6h 30m
1 stop
BDA2:35 pmHamilton L.F Wade Intl
$942

American Airlines flights from Bermuda to Chicago

Our best American Airlines deals on Bermuda to Chicago flight tickets
American Airlines
Jan 23
BDA8:30 amHamilton L.F Wade Intl
18h 08m
1 stop
ORD12:38 amChicago O'Hare Intl
Jan 28
ORD4:26 pmChicago O'Hare Intl
16h 39m
1 stop
BDA11:05 amHamilton L.F Wade Intl
$752
American Airlines
Jan 23
BDA8:30 amHamilton L.F Wade Intl
11h 21m
2 stops
ORD5:51 pmChicago O'Hare Intl
Jan 28
ORD9:02 amChicago O'Hare Intl
11h 21m
2 stops
BDA10:23 pmHamilton L.F Wade Intl
$756
American Airlines
Sep 3
BDA8:30 amHamilton L.F Wade Intl
13h 33m
1 stop
ORD8:03 pmChicago O'Hare Intl
Sep 8
ORD5:00 amChicago O'Hare Intl
8h 04m
2 stops
BDA3:04 pmHamilton L.F Wade Intl
$826

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 August 17, 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
Quickest round-trip

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Fri 10/16

1:35 pm-7:48 pm

1 stop8h 13m

Chicago O'Hare Intl

Sun 10/18

8:40 pm-12:40 pm

1 stop14h 00m

$434

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Fri 10/16

1:35 pm-7:48 pm

1 stop8h 13m

Chicago O'Hare Intl

Sun 10/18

3:40 pm-12:40 pm

2 stops19h 00m

$437

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Fri 9/11

1:35 pm-1:23 pm

1 stop25h 48m

Chicago O'Hare Intl

Mon 9/14

3:40 pm-12:40 pm

2 stops43h 00m

$437

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Fri 9/11

1:35 pm-6:46 pm

2 stops31h 11m

Chicago O'Hare Intl

Mon 9/14

6:21 pm-12:40 pm

2 stops40h 19m

$444

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Fri 10/16

1:35 pm-7:51 am

2 stops20h 16m

Chicago O'Hare Intl

Sun 10/18

3:40 pm-12:40 pm

2 stops19h 00m

$446

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Fri 9/4

1:35 pm-7:52 pm

1 stop8h 17m

Chicago O'Hare Intl

Tue 9/8

8:45 am-12:40 pm

2 stops25h 55m

$479

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Fri 9/4

4:45 pm-4:57 pm

2 stops26h 12m

Chicago O'Hare Intl

Tue 9/8

8:45 am-12:40 pm

2 stops25h 55m

$629

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Fri 9/4

1:35 pm-7:52 pm

1 stop8h 17m

Chicago O'Hare Intl

Tue 9/8

8:40 pm-12:40 pm

1 stop14h 00m

$657

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Sat 1/23

8:30 am-12:38 am

1 stop18h 08m

Chicago O'Hare Intl

Thu 1/28

4:26 pm-11:05 am

1 stop16h 39m

$752

HamiltonChicago

BDA Hamilton L.F Wade Intl - ORD Chicago O'Hare Intl

BDAORD

Hamilton L.F Wade Intl

Sat 1/23

12:05 pm-9:00 pm

1 stop10h 55m

Chicago O'Hare Intl

Thu 1/28

9:02 am-10:23 pm

2 stops11h 21m

$756

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, Delta, and United Airlines 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

9h 25m

Direct flights

None
The fastest flight from Bermuda to Chicago takes 9h 25m
There are no direct flights from Bermuda to Chicago. There are no popular flight routes from Bermuda to Chicago.
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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
11,945 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
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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