$410 Find Cheap Flights from Bermuda to Chicago - Compare and Save

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Cheap Flights from Bermuda to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Bermuda to Chicago

Thu, Dec 3 - Thu, Dec 24
Multiple Airlines Logo
8:30 am - 4:04 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
9h 34m1 stop Baltimore/Washington
Multiple Airlines Logo
1:10 pm - 10:55 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
7h 45m1 stop Baltimore/Washington
$489Multiple Airlines
Thu, Dec 3 - Thu, Dec 24
Multiple Airlines Logo
8:30 am - 4:04 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
9h 34m1 stop Baltimore/Washington
Multiple Airlines Logo
1:10 pm - 10:55 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
7h 45m1 stop Baltimore/Washington
$519Multiple Airlines
Thu, Dec 3 - Wed, Dec 9
Air Canada Logo
5:50 pm - 9:08 amBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
17h 18m1 stop Toronto Pearson Intl
Air Canada Logo
4:30 pm - 4:45 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
22h 15m1 stop Toronto Pearson Intl
$530Air Canada
Thu, Apr 15 - Fri, Apr 16
Air Canada Logo
5:50 pm - 12:55 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
21h 05m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 3:25 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
45h 40m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$533Air Canada
Thu, Dec 3 - Wed, Dec 9
Air Canada Logo
5:50 pm - 11:07 amBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
19h 17m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:30 pm - 4:45 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
22h 15m1 stop Toronto Pearson Intl
$534Air Canada
Thu, Dec 3 - Wed, Dec 9
Air Canada Logo
5:50 pm - 11:07 amBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
19h 17m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
5:58 pm - 4:45 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
20h 47m2 stops Ottawa Toronto Pearson Intl
$539Air Canada
Sun, Apr 11 - Wed, Apr 21
Air Canada Logo
4:30 pm - 9:05 amBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
18h 35m1 stop Toronto Pearson Intl
Air Canada Logo
6:20 pm - 4:45 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
20h 25m2 stops Ottawa Toronto Pearson Intl
$553Air Canada
Thu, Apr 15 - Wed, Apr 21
Air Canada Logo
5:50 pm - 7:53 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
28h 03m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
6:20 pm - 4:45 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
20h 25m2 stops Ottawa Toronto Pearson Intl
$557Air Canada
Sun, Apr 11 - Wed, Apr 21
Air Canada Logo
4:30 pm - 6:55 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
28h 25m2 stops Toronto Pearson Intl Ottawa
Air Canada Logo
6:20 pm - 4:45 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
20h 25m2 stops Ottawa Toronto Pearson Intl
$567Air Canada
Sun, Apr 11 - Fri, Apr 16
Air Canada Logo
4:30 pm - 6:55 pmBDA  Hamilton L.F Wade Intl-ORD Chicago O'Hare Intl
28h 25m2 stops Toronto Pearson Intl Ottawa
Air Canada Logo
3:45 pm - 3:25 pmORD  Chicago O'Hare Intl-BDA Hamilton L.F Wade Intl
45h 40m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$571Air Canada
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport (RFD), with an average flight price of $126.

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    9 miles away from Chicago’s city center, Chicago Midway Airport is the closest of the 3 major airports in the city. There are 16 miles separating Chicago city center to Chicago O'Hare Airport, and 79 miles to Chicago Greater Rockford.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Chicago are there each week?

    Each week there are around 44,453 direct flights from within Bermuda to Chicago. The most common day for departures is Sunday, with 17% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Saint Joseph
Portage
Lansing
Valparaiso
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

More options for your flight to Chicago