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

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

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

Prices for flights from Chicago to Bermuda were last updated today.

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

The number of operators available for flights from Chicago to Bermuda is 1 as of August 2026.

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

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 Chicago to Bermuda.

What documentation or ID do you need to fly to Bermuda?

The travel and health documents you'll need for your trip to Bermuda may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Bermuda. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$181 Cheap Flights from Chicago to Bermuda in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Bermuda

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 2:30 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

6h 30m1 stop New York John F Kennedy Intl

3:35 pm - 9:58 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

8h 23m1 stop New York John F Kennedy Intl

$500JetBlue

Mon, Aug 31 - Sun, Sep 6

6:00 am - 2:30 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

6h 30m1 stop New York John F Kennedy Intl

3:35 pm - 9:58 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

8h 23m1 stop New York John F Kennedy Intl

$510JetBlue

Wed, Sep 2 - Tue, Sep 8

6:00 am - 2:30 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

6h 30m1 stop New York John F Kennedy Intl

3:35 pm - 9:58 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

8h 23m1 stop New York John F Kennedy Intl

$510JetBlue

Mon, Aug 31 - Tue, Sep 8

6:00 am - 2:30 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

6h 30m1 stop New York John F Kennedy Intl

3:35 pm - 9:58 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

8h 23m1 stop New York John F Kennedy Intl

$510JetBlue

Mon, Aug 31 - Sun, Sep 6

6:00 am - 2:30 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

6h 30m1 stop New York John F Kennedy Intl

3:35 pm - 9:58 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

8h 23m1 stop New York John F Kennedy Intl

$510JetBlue

Wed, Sep 2 - Sun, Sep 6

5:35 pm - 12:40 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

17h 05m1 stop Toronto Pearson Intl

1:35 pm - 7:48 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

8h 13m1 stop Toronto Pearson Intl

$513Air Canada

Thu, Sep 10 - Wed, Sep 16

6:00 am - 2:30 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

6h 30m1 stop New York John F Kennedy Intl

12:50 pm - 7:01 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

8h 11m1 stop Boston Logan Intl

$515JetBlue

Wed, Sep 2 - Wed, Sep 9

6:00 am - 2:30 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

6h 30m1 stop New York John F Kennedy Intl

12:50 pm - 7:01 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

8h 11m1 stop Boston Logan Intl

$515JetBlue

Wed, Sep 2 - Fri, Sep 11

10:01 am - 9:53 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

9h 52m1 stop Miami

3:59 pm - 11:00 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

9h 01m1 stop Charlotte Douglas

$732American Airlines

Thu, Oct 15 - Tue, Oct 20

8:43 am - 9:53 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

11h 10m1 stop Miami

8:30 am - 7:56 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

13h 26m1 stop Miami

$732American Airlines

Thu, Oct 22 - Wed, Oct 28

Cheap last minute flights

Enter your travel dates to find the best prices.

5:35 pm - 12:40 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

17h 05m1 stop Toronto Pearson Intl

1:35 pm - 9:00 amBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

21h 25m1 stop Toronto Pearson Intl

$706Air Canada

Sun, Aug 9 - Sun, Aug 16

8:40 am - 12:40 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

26h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:35 pm - 2:50 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

27h 15m1 stop Toronto Pearson Intl

$710Air Canada

Sun, Aug 9 - Sun, Aug 16

2:15 pm - 12:40 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

20h 25m1 stop Toronto Pearson Intl

1:35 pm - 2:50 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

27h 15m1 stop Toronto Pearson Intl

$768Air Canada

Sun, Aug 9 - Sun, Aug 16

8:40 am - 12:40 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

26h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:35 pm - 2:50 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

27h 15m1 stop Toronto Pearson Intl

$771Air Canada

Sun, Aug 9 - Sun, Aug 16

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

1:35 pm - 7:44 amBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

20h 09m2 stops Toronto Pearson Intl Ottawa

$786Air Canada

Sun, Aug 9 - Sun, Aug 16

5:35 pm - 12:40 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

17h 05m1 stop Toronto Pearson Intl

1:35 pm - 9:00 amBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

21h 25m1 stop Toronto Pearson Intl

$821Air Canada

Sun, Aug 9 - Sun, Aug 16

8:40 am - 12:40 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

26h 00m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:35 pm - 9:00 amBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

21h 25m1 stop Toronto Pearson Intl

$825Air Canada

Sun, Aug 9 - Sun, Aug 16

9:57 am - 10:35 pmORD Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl

10h 38m2 stops Washington, D.C. Reagan-National Miami

11:20 am - 6:02 pmBDA Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl

8h 42m2 stops New York John F Kennedy Intl Raleigh-Durham

$3,714American Airlines

Sat, Aug 8 - Sun, Aug 9

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Air Canada flights from Chicago to Bermuda

Our best Air Canada deals on Chicago to Bermuda flight tickets

Air Canada

Sep 10

ORD5:35 pmChicago O'Hare Intl

17h 05m

1 stop

BDA12:40 pmHamilton L.F Wade Intl

Sep 16

BDA1:35 pmHamilton L.F Wade Intl

8h 13m

1 stop

ORD7:48 pmChicago O'Hare Intl

$513

Air Canada

Sep 16

ORD11:05 amChicago O'Hare Intl

47h 35m

2 stops

BDA12:40 pmHamilton L.F Wade Intl

Sep 23

BDA1:35 pmHamilton L.F Wade Intl

8h 13m

1 stop

ORD7:48 pmChicago O'Hare Intl

$525

Air Canada

Sep 10

ORD6:21 pmChicago O'Hare Intl

16h 19m

2 stops

BDA12:40 pmHamilton L.F Wade Intl

Sep 16

BDA1:35 pmHamilton L.F Wade Intl

8h 13m

1 stop

ORD7:48 pmChicago O'Hare Intl

$531

Delta flights from Chicago to Bermuda

Our best Delta deals on Chicago to Bermuda flight tickets

Delta

Aug 31

MDW6:05 amChicago Midway

6h 30m

1 stop

BDA2:35 pmHamilton L.F Wade Intl

Sep 9

BDA3:50 pmHamilton L.F Wade Intl

8h 54m

1 stop

MDW10:44 pmChicago Midway

$725

Delta

Sep 10

MDW4:30 pmChicago Midway

17h 22m

2 stops

BDA11:52 amHamilton L.F Wade Intl

Sep 16

BDA3:50 pmHamilton L.F Wade Intl

8h 54m

1 stop

MDW10:44 pmChicago Midway

$726

Delta

Sep 19

MDW6:05 amChicago Midway

6h 30m

1 stop

BDA2:35 pmHamilton L.F Wade Intl

Sep 26

BDA3:50 pmHamilton L.F Wade Intl

8h 54m

1 stop

MDW10:44 pmChicago Midway

$732

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Mon 8/31

6:00 am-2:30 pm

1 stop6h 30m

Hamilton L.F Wade Intl

Sun 9/6

3:35 pm-9:58 pm

1 stop8h 23m

$500

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Wed 9/2

6:00 am-2:30 pm

1 stop6h 30m

Hamilton L.F Wade Intl

Tue 9/8

3:35 pm-9:58 pm

1 stop8h 23m

$510

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Mon 8/31

6:00 am-2:30 pm

1 stop6h 30m

Hamilton L.F Wade Intl

Tue 9/8

3:35 pm-9:58 pm

1 stop8h 23m

$510

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Mon 8/31

6:00 am-2:30 pm

1 stop6h 30m

Hamilton L.F Wade Intl

Sun 9/6

3:35 pm-9:58 pm

1 stop8h 23m

$510

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Wed 9/2

6:00 am-2:30 pm

1 stop6h 30m

Hamilton L.F Wade Intl

Sun 9/6

3:35 pm-9:58 pm

1 stop8h 23m

$510

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Thu 9/10

5:35 pm-12:40 pm

1 stop17h 05m

Hamilton L.F Wade Intl

Wed 9/16

1:35 pm-7:48 pm

1 stop8h 13m

$513

Quickest round-trip

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Wed 9/2

6:00 am-2:30 pm

1 stop6h 30m

Hamilton L.F Wade Intl

Wed 9/9

12:50 pm-7:01 pm

1 stop8h 11m

$515

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Wed 9/2

6:00 am-2:30 pm

1 stop6h 30m

Hamilton L.F Wade Intl

Fri 9/11

12:50 pm-7:01 pm

1 stop8h 11m

$515

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Thu 10/15

10:01 am-9:53 pm

1 stop9h 52m

Hamilton L.F Wade Intl

Tue 10/20

3:59 pm-11:00 pm

1 stop9h 01m

$732

ChicagoHamilton

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

ORDBDA

Chicago O'Hare Intl

Thu 10/22

8:43 am-9:53 pm

1 stop11h 10m

Hamilton L.F Wade Intl

Wed 10/28

8:30 am-7:56 pm

1 stop13h 26m

$732

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Bermuda

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

Prices

Airlines

What is the cheapest month to fly to Bermuda?

The month of February is, on average, the cheapest month to fly to Bermuda from Chicago, with most prices found around $619. If you don’t want to visit Bermuda in February, then you should wait until November to fly from Chicago, when ticket prices are also cheap, with an average price of $634.

Cheap Chicago to Bermuda flight deals and tips

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

Fastest flight time	5h 35m
Direct flights	None

The fastest flight from Chicago to Bermuda takes 5h 35m

There are no direct flights from Chicago to Bermuda. There are no popular flight routes from Chicago to Bermuda.

Search flight deals

Frequently asked questions about flying from Chicago to Bermuda

When did momondo last update prices for flights from Chicago to Bermuda?
Prices for flights from Chicago to Bermuda were last updated today.
How many operators does momondo search for flights from Chicago to Bermuda?
The number of operators available for flights from Chicago to Bermuda is 1 as of August 2026.
How old do you have to be to fly from Chicago to Bermuda?
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 Chicago to Bermuda.
What documentation or ID do you need to fly to Bermuda?
The travel and health documents you'll need for your trip to Bermuda may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Bermuda. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago to Bermuda

Compare and see reviews for airlines that fly from Chicago to Bermuda with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $599	Free Cancellation	Rating 7.1 11,877 reviews		Search American Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Bermuda for you.

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

momondo does allow users to show only those flights to Bermuda from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Chicago to Bermuda flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Bermuda from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Bermuda trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sun 9/6

Sun 9/13

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Bermuda

Popular cities

Other flights from Chicago

Other flights to Bermuda

Airlines

Cabin classes

Complete your trip

Feeling lucky

Popular cities in Bermuda

Flights to Hamilton, Pembrokefrom $346

Cheap flights from Chicago to Bermuda from $181

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Bermuda departing on 8/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Chicago to Bermuda

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Air Canada flights from Chicago to Bermuda

Our best Air Canada deals on Chicago to Bermuda flight tickets

Delta flights from Chicago to Bermuda

Our best Delta deals on Chicago to Bermuda flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Bermuda that are best for you.

See travel insights to Bermuda from

How to get the cheapest flight ticket from Chicago to Bermuda

What is the cheapest month to fly to Bermuda?

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

Cheap Chicago to Bermuda flight deals and tips

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago to Bermuda

Best airlines flying from Chicago to Bermuda

Compare and see reviews for airlines that fly from Chicago to Bermuda with momondo

Why use momondo?

An easier way to manage your Bermuda trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Bermuda

Popular cities in Bermuda

Popular flights according to clicks in the last 7 days on momondo

Chicago flight routes

According to popular flight searches on momondo this year

Bermuda flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Bermuda

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Bermuda

List of cabin classes available on flights landing in Bermuda. Availability may vary depending on flight origin and airline.

Complete your trip to Bermuda

Explore popular destinations other users love

According to popular flight searches on momondo this year