$377+ Cheap flights from Bermuda to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
BDA — CHI
Apr 29 — May 61
Round-trip
1 adult, Economy
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Find cheap flights from Bermuda to Chicago with Cheapflights
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”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Bermuda to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Bermuda to ChicagoExplore the most affordable flight options available from Bermuda to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 30, 2026.
Explore the most affordable flight options available from Bermuda to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 30, 2026.
This Air Canada deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:55 pm
BDA
- ORD
1 stop14h 15m
Air Canada
Thu 4/236:40 pm
ORD
- BDA
1 stop23h 10m
Air Canada
Deal found 3/29![Air Canada logo]()
$440
This Expedia deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/153:22 pm
BDA
- ORD
1 stop28h 00m
JetBlue
Fri 6/196:00 am
ORD
- BDA
1 stop6h 17m
JetBlue
Deal found 3/29![JetBlue logo]()
$529
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:45 am
BDA
- ORD
1 stop9h 27m
Multiple Airlines
Sat 5/1612:53 pm
ORD
- BDA
1 stop23h 22m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$549
This Priceline deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/151:45 pm
BDA
- ORD
2 stops20h 05m
Multiple Airlines
Fri 6/196:00 am
ORD
- BDA
1 stop6h 17m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$553
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:00 am
BDA
- MDW
2 stops16h 14m
Multiple Airlines
Wed 4/297:30 am
MDW
- BDA
1 stop28h 45m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$564
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:55 pm
BDA
- ORD
1 stop14h 15m
Multiple Airlines
Thu 4/2312:47 pm
ORD
- BDA
3 stops29h 03m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$568
This Priceline deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/151:45 pm
BDA
- ORD
2 stops20h 05m
Air Canada
Fri 6/196:22 pm
ORD
- BDA
2 stops16h 23m
Air Canada
Deal found 3/29![Air Canada logo]()
$581
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:55 pm
BDA
- ORD
1 stop19h 10m
Multiple Airlines
Wed 4/292:09 pm
ORD
- BDA
1 stop22h 06m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$623
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/133:55 pm
BDA
- ORD
1 stop9h 18m
Multiple Airlines
Wed 5/207:15 am
ORD
- BDA
2 stops13h 45m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$664
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:00 am
BDA
- MDW
2 stops34h 00m
Multiple Airlines
Thu 4/2311:00 am
MDW
- BDA
1 stop25h 55m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$1,007
Best flights from Bermuda to ChicagoDiscover carefully curated flight deals from Bermuda to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 30, 2026.
Discover carefully curated flight deals from Bermuda to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:45 am
BDA
- ORD
1 stop9h 27m
Multiple Airlines
Sat 5/1612:53 pm
ORD
- BDA
1 stop23h 22m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$549
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/132:50 pm
BDA
- ORD
1 stop8h 50m
United Airlines
Wed 5/206:00 am
ORD
- BDA
1 stop5h 40m
United Airlines
Deal found 3/29![United Airlines logo]()
$754
This American Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/138:45 am
BDA
- ORD
2 stops12h 37m
American Airlines
Wed 5/208:39 am
ORD
- BDA
2 stops11h 11m
American Airlines
Deal found 3/29![American Airlines logo]()
$761
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:00 am
BDA
- MDW
2 stops16h 14m
Multiple Airlines
Wed 4/297:30 am
MDW
- BDA
1 stop28h 45m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$564
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:55 pm
BDA
- ORD
1 stop14h 15m
Multiple Airlines
Thu 4/2312:47 pm
ORD
- BDA
3 stops29h 03m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$568
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:00 am
BDA
- ORD
2 stops35h 53m
Multiple Airlines
Wed 4/292:09 pm
ORD
- BDA
1 stop22h 06m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$568
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/133:55 pm
BDA
- ORD
1 stop9h 18m
Multiple Airlines
Wed 5/207:15 am
ORD
- BDA
2 stops13h 45m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$664
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:00 am
BDA
- MDW
2 stops34h 00m
Multiple Airlines
Thu 4/2311:00 am
MDW
- BDA
1 stop25h 55m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$1,007
Last-minute flights from Bermuda to ChicagoDiscover last-minute flight deals from Bermuda to Chicago. Data last updated March 30, 2026 and is based on user searches.
Discover last-minute flight deals from Bermuda to Chicago. Data last updated March 30, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:55 pm
BDA
- ORD
1 stop14h 15m
Air Canada
Thu 4/236:40 pm
ORD
- BDA
1 stop23h 10m
Air Canada
Deal found 3/29![Air Canada logo]()
$440
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:55 pm
BDA
- ORD
1 stop14h 15m
Multiple Airlines
Thu 4/2312:47 pm
ORD
- BDA
3 stops29h 03m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$568
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:00 am
BDA
- MDW
2 stops34h 00m
Multiple Airlines
Thu 4/2311:00 am
MDW
- BDA
1 stop25h 55m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$1,007
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:00 am
BDA
- MDW
2 stops16h 14m
Multiple Airlines
Wed 4/297:30 am
MDW
- BDA
1 stop28h 45m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$564
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:55 pm
BDA
- ORD
1 stop19h 10m
Multiple Airlines
Wed 4/292:09 pm
ORD
- BDA
1 stop22h 06m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$623
One-way flights from Bermuda to ChicagoSearch for one-way flight options from Bermuda to Chicago. Find affordable one-way fares based on user searches. Data last updated March 30, 2026.
Search for one-way flight options from Bermuda to Chicago. Find affordable one-way fares based on user searches. Data last updated March 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/38:00 am
BDA
- ORD
2 stops40h 39m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$377
This Travelocity deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:45 pm
BDA
- ORD
1 stop8h 07m
Air Canada
Deal found 3/28![Air Canada logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/178:00 am
BDA
- ORD
3 stops26h 03m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$458
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 March 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $440 (Air Canada) |
One-way from | $377 (Kiwi.com) |
Popular in | December |
Cheapest in | June |
Average price | $1,109 |
Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated March 30, 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
Cheapest round-trip
HamiltonChicago
BDA - ORD
BDAORD
Hamilton L.F Wade Intl
Sat 5/9
8:45 am-4:12 pm
1 stop9h 27m
Chicago O'Hare Intl
Sat 5/16
12:53 pm-2:15 pm
1 stop23h 22m
$549
HamiltonChicago
BDA - MDW
BDAMDW
Hamilton L.F Wade Intl
Wed 4/22
8:00 am-10:14 pm
2 stops16h 14m
Chicago Midway
Wed 4/29
7:30 am-2:15 pm
1 stop28h 45m
$564
HamiltonChicago
BDA - ORD
BDAORD
Hamilton L.F Wade Intl
Fri 4/17
8:55 pm-9:10 am
1 stop14h 15m
Chicago O'Hare Intl
Thu 4/23
12:47 pm-7:50 pm
3 stops29h 03m
$568
HamiltonChicago
BDA - ORD
BDAORD
Hamilton L.F Wade Intl
Wed 4/22
8:00 am-5:53 pm
2 stops35h 53m
Chicago O'Hare Intl
Wed 4/29
2:09 pm-2:15 pm
1 stop22h 06m
$568
HamiltonChicago
BDA - ORD
BDAORD
Hamilton L.F Wade Intl
Wed 5/13
3:55 pm-11:13 pm
1 stop9h 18m
Chicago O'Hare Intl
Wed 5/20
7:15 am-11:00 pm
2 stops13h 45m
$664
Quickest round-trip
HamiltonChicago
BDA - ORD
BDAORD
Hamilton L.F Wade Intl
Wed 5/13
2:50 pm-9:40 pm
1 stop8h 50m
Chicago O'Hare Intl
Wed 5/20
6:00 am-1:40 pm
1 stop5h 40m
$754
HamiltonChicago
BDA - ORD
BDAORD
Hamilton L.F Wade Intl
Wed 5/13
8:45 am-7:22 pm
2 stops12h 37m
Chicago O'Hare Intl
Wed 5/20
8:39 am-9:50 pm
2 stops11h 11m
$761
HamiltonChicago
BDA - MDW
BDAMDW
Hamilton L.F Wade Intl
Fri 4/17
8:00 am-4:00 pm
2 stops34h 00m
Chicago Midway
Thu 4/23
11:00 am-2:55 pm
1 stop25h 55m
$1,007
Cheapest one-way
HamiltonChicago
BDA - ORD
BDAORD
Hamilton L.F Wade Intl
Sun 5/3
8:00 am-10:39 pm
2 stops40h 39m
$377
Quickest one-way
HamiltonChicago
BDA - ORD
BDAORD
Hamilton L.F Wade Intl
Fri 7/17
1:45 pm-7:52 pm
1 stop8h 07m
$384
Sorted by cheapest first
Best time to book a flight from Bermuda to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Bermuda with our price prediction graph.
BDA-ORD
BDA-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Bermuda to Chicago
BM0-CHI
BDA-ORD
BDA-MDW
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated March 30, 2026.
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.
Food
6.4
Overall
7.1
Boarding
7.5
Entertainment
6.9
Comfort
7.2
Crew
7.9
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Food
6.4
Overall
7.1
Boarding
7.5
Entertainment
6.9
Comfort
7.2
Crew
7.9
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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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 March 30, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
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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 March 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Bermuda to Chicago
Discover the top airline that operate flights from Bermuda to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$689 | Average$856 | FlexibilityNo cancel fee | On-time71% |