In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What is the cheapest time of day to fly from BM to CHI?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Bermuda to Chicago as you normally would.

Can I find deals for flights from Bermuda to Chicago that include hotel bookings?

Yes. In addition to deals on Bermuda to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Bermuda to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Bermuda to Chicago.

Can I find deals for business class flights from Bermuda to Chicago?

Yes. Cheapflights offers flight deals from Bermuda to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Find Flights from Bermuda to Chicago

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

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Provider with most accurate pricing for Hamilton L.F Wade Intl-Chicago (CHI) flight deals.

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Reviews of airlines servicing Chicago

Peruse reviews from past customers who have flown with American Airlines from Bermuda to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.2

Good

11,054 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

American Airlines

7.2

Good

11,054 reviews

American Airlines

7.2

Good

11,054 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Can I find deals for flights from Bermuda to Chicago that include hotel bookings?
Yes. In addition to deals on Bermuda to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Bermuda to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Bermuda to Chicago.
Can I find deals for business class flights from Bermuda to Chicago?
Yes. Cheapflights offers flight deals from Bermuda to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Lansing

Merrillville

Hammond

Porter

Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Bermuda to Chicago

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$648	Average$701	FlexibilityNo cancel fee	On-time71%

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Find cheap flights from Bermuda to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Bermuda to Chicago

Keep the following information in mind while searching for Bermuda to Chicago flight deals. Data was last updated December 23, 2025.

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Reviews of airlines servicing Chicago

Peruse reviews from past customers who have flown with American Airlines from Bermuda to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Bermuda to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find deals for flights from Bermuda to Chicago that include hotel bookings?

How can I find direct flights from Bermuda to Chicago?

Can I find deals for business class flights from Bermuda to Chicago?

Traveling to a place near Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Bermuda to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Other flights to Chicago

Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on December 23, 2025.

Complete your trip

Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Bermuda to Chicago by cabin class

Find flights from Bermuda to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Bermuda and Chicago flights

Browse other Bermuda and Chicago flight options. Last updated on December 23, 2025.

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Bermuda to Chicago flights

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Cheap flights from Bermuda to Chicago (CHI)

Find cheap flights from Bermuda to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Bermuda to Chicago

Keep the following information in mind while searching for Bermuda to Chicago flight deals. Data was last updated December 23, 2025.

Most accurate provider

Most trusted provider

Reviews of airlines servicing Chicago

Peruse reviews from past customers who have flown with American Airlines from Bermuda to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Bermuda to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find deals for flights from Bermuda to Chicago that include hotel bookings?

How can I find direct flights from Bermuda to Chicago?

Can I find deals for business class flights from Bermuda to Chicago?

Traveling to a place near Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Bermuda to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Bermuda to Chicago

100% Free

Book with Flexibility

Travel Smart