Cheapest airlines flights from Bermuda to Chicago

You can choose from 1 airlines that fly from Bermuda to Chicago, including Jetblue Airways, Air Canada has lowest fares on this route.
Jetblue Airways logo Jetblue Airways
Airlines are determined based on actual purchased flight tickets from Bermuda to Chicago according to previous 12 months data from Trip.com.

Search cheap flights from Bermuda to Chicago in the next 3 months. Based on Trip.com's latest 7-day data, one-way fares start at US$252, and round-trip tickets start at US$384.

Displayed flight fares from Bermuda to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Bermuda to Chicago Flight Details

The distance between Bermuda and Chicago is about 2,283.97 km. Based on Trip.com's latest data, travel demand is highest in July. The off-season for travel is October.

Cheapest one-way flight priceUS$252
Cheapest return ticket priceUS$384
Cheapest monthOctober
Peak season for travelJuly
Flight distance2,283.97 km
Popular airlineJetblue Airways
Flight statistics for the Bermuda–Chicago route are based on aggregated booking data from Trip.com over the past 12 months.

Frequently Asked Questions

  • What are the cheapest flights from Bermuda to Chicago (BDA-CHI)?

    Based on Trip.com data, Air Canada offers one-way fares as low as US$252 on Cheapest nonstop routes (e.g. BDA to ORD on Tue, Mar 17), while Air Canada offers Cheapest nonstop round-trips from US$384 departing on Mon, Mar 2 and returning on Mon, Mar 9.
  • At the moment, you can catch a nonstop flight from Bermuda to Chicago with the following airlines, including: Jetblue Airways Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Bermuda to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Bermuda to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Tue, Mar 17, with one-way flights priced at just US$252.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Air Canada.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Bermuda to Chicago is October, when demand for travel is lower.
  • After crunching the numbers on our February flight calendar, it's currently cheapest to fly from Bermuda to Chicago on February 20, 2026 with Air Canada, with prices starting at US$384.
  • You can land at any one of the following hubs in Chicago, with L.F. Wade International Airport to O'Hare International Airport (BDA-ORD) is by far the most common option on this route: Midway International Airport (MDW) O'Hare International Airport (ORD) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Bermuda is 2h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.