$176+ Cheap flights from Chicago (CHI) to Bermuda
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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDA
Apr 28 — May 51
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Bermuda 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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Cheapest flights from Chicago to BermudaExplore the most affordable flight options available from Chicago to Bermuda. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 29, 2026.
Explore the most affordable flight options available from Chicago to Bermuda. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 29, 2026.
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2212:50 pm
ORD
- BDA
2 stops53h 00m
Air Canada
Sun 4/266:50 pm
BDA
- ORD
1 stop20h 15m
Air Canada
Deal found 3/25![Air Canada logo]()
$327
This Travelis deal was found by Cheapflights users on 3/27. 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 Travelis is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:00 pm
ORD
- BDA
1 stop27h 50m
Air Canada
Fri 4/178:55 pm
BDA
- ORD
1 stop14h 15m
Air Canada
Deal found 3/27![Air Canada logo]()
$443
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 4/227:30 am
MDW
- BDA
1 stop28h 45m
Multiple Airlines
Sun 4/268:00 am
BDA
- MDW
1 stop7h 00m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$496
This Justfly.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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2910:45 am
ORD
- BDA
1 stop25h 38m
JetBlue
Mon 6/13:30 pm
BDA
- ORD
1 stop9h 28m
JetBlue
Deal found 3/28![JetBlue logo]()
$506
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.
Wed 6/38:45 am
ORD
- BDA
2 stops50h 00m
Multiple Airlines
Mon 6/83:29 pm
BDA
- ORD
1 stop9h 29m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$536
This FlightHub deal was found by Cheapflights users on 3/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:20 pm
ORD
- BDA
1 stop14h 25m
Multiple Airlines
Mon 6/13:30 pm
BDA
- ORD
1 stop9h 28m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$538
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:00 am
ORD
- BDA
1 stop6h 19m
Multiple Airlines
Sat 7/251:45 pm
BDA
- ORD
1 stop21h 15m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$560
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 6/33:20 pm
MDW
- BDA
1 stop17h 37m
Multiple Airlines
Mon 6/88:00 am
BDA
- MDW
2 stops29h 12m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$655
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.
Sat 7/116:00 am
MDW
- BDA
2 stops30h 20m
Multiple Airlines
Sun 7/196:45 pm
BDA
- MDW
1 stop16h 55m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$661
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.
Sun 4/266:00 am
MDW
- BDA
2 stops29h 45m
Multiple Airlines
Sun 5/38:00 am
BDA
- MDW
1 stop7h 00m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$710
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 5/154:52 pm
MDW
- BDA
1 stop24h 12m
Multiple Airlines
Wed 5/203:55 pm
BDA
- MDW
2 stops24h 17m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$715
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:00 am
MDW
- BDA
1 stop6h 45m
Delta
Fri 10/301:20 pm
BDA
- MDW
2 stops10h 25m
Delta
Deal found 3/25![Delta logo]()
$748
Best flights from Chicago to BermudaDiscover carefully curated flight deals from Chicago to Bermuda that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 29, 2026.
Discover carefully curated flight deals from Chicago to Bermuda that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 29, 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.
Wed 4/227:30 am
MDW
- BDA
1 stop28h 45m
Multiple Airlines
Sun 4/268:00 am
BDA
- MDW
1 stop7h 00m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$496
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:50 am
ORD
- BDA
1 stop24h 55m
Air Canada
Sun 7/191:45 pm
BDA
- ORD
1 stop21h 15m
Air Canada
Deal found 3/29![Air Canada logo]()
$573
This KAYAK deal was found by Cheapflights users on 3/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/146:00 am
ORD
- BDA
1 stop6h 10m
JetBlue
Tue 6/233:30 pm
BDA
- ORD
1 stop7h 14m
JetBlue
Deal found 3/24![JetBlue logo]()
$582
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.
Thu 9/105:00 am
ORD
- BDA
1 stop6h 40m
United Airlines
Tue 9/152:50 pm
BDA
- ORD
1 stop7h 17m
United Airlines
Deal found 3/29![United Airlines logo]()
$732
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:05 am
MDW
- BDA
1 stop6h 26m
Delta
Sat 7/253:46 pm
BDA
- MDW
1 stop8h 29m
Delta
Deal found 3/29![Delta logo]()
$782
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:15 am
ORD
- BDA
1 stop6h 08m
JetBlue
Sat 6/63:29 pm
BDA
- ORD
1 stop9h 27m
JetBlue
Deal found 3/28![JetBlue logo]()
$583
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:21 pm
ORD
- BDA
2 stops40h 24m
Air Canada
Sat 8/221:45 pm
BDA
- ORD
1 stop25h 37m
Air Canada
Deal found 3/29![Air Canada logo]()
$595
This Priceline deal was found by Cheapflights users on 3/24. 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.
Sun 6/146:22 pm
ORD
- BDA
2 stops16h 23m
Multiple Airlines
Tue 6/233:30 pm
BDA
- ORD
1 stop7h 14m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$657
This Justfly.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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/178:20 pm
ORD
- BDA
1 stop14h 25m
Air Canada
Fri 5/221:45 pm
BDA
- ORD
1 stop7h 40m
Air Canada
Deal found 3/28![Air Canada logo]()
$621
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.
Sat 7/116:00 am
MDW
- BDA
2 stops30h 20m
Multiple Airlines
Sun 7/196:45 pm
BDA
- MDW
1 stop16h 55m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$661
This Travelocity deal was found by Cheapflights users on 3/27. 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 5/228:20 pm
ORD
- BDA
1 stop14h 25m
Air Canada
Mon 5/251:45 pm
BDA
- ORD
1 stop7h 40m
Air Canada
Deal found 3/27![Air Canada logo]()
$671
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.
Sun 4/266:00 am
MDW
- BDA
2 stops29h 45m
Multiple Airlines
Sun 5/38:00 am
BDA
- MDW
1 stop7h 00m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$711
This Air Canada deal was found by Cheapflights users on 3/27. 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.
Tue 8/183:40 pm
ORD
- BDA
2 stops19h 05m
Air Canada
Sun 8/231:45 pm
BDA
- ORD
1 stop8h 07m
Air Canada
Deal found 3/27![Air Canada logo]()
$677
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:00 am
MDW
- BDA
1 stop6h 31m
Delta
Sat 4/183:45 pm
BDA
- MDW
1 stop8h 43m
Delta
Deal found 3/25![Delta logo]()
$1,068
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.
Mon 4/135:30 am
MDW
- BDA
2 stops13h 55m
Multiple Airlines
Sat 4/1812:05 pm
BDA
- MDW
1 stop21h 54m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$839
This Mytrip deal was found by Cheapflights users on 3/27. 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 5/226:36 pm
MDW
- BDA
2 stops16h 09m
Multiple Airlines
Mon 5/256:45 pm
BDA
- MDW
2 stops15h 58m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$1,011
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:23 am
MDW
- BDA
1 stop6h 09m
Delta
Wed 5/203:45 pm
BDA
- MDW
1 stop7h 24m
Delta
Deal found 3/29![Delta logo]()
$1,406
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:35 pm
MDW
- BDA
3 stops16h 10m
Multiple Airlines
Sat 7/258:15 am
BDA
- MDW
2 stops27h 25m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$1,265
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:23 am
MDW
- BDA
1 stop6h 09m
Delta
Sun 5/171:05 pm
BDA
- MDW
2 stops10h 04m
Delta
Deal found 3/27![Delta logo]()
$2,082
Last-minute flights from Chicago to BermudaDiscover last-minute flight deals from Chicago to Bermuda. Data last updated March 29, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Bermuda. Data last updated March 29, 2026 and is based on user searches.
This Travelis deal was found by Cheapflights users on 3/27. 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 Travelis is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:00 pm
ORD
- BDA
1 stop27h 50m
Air Canada
Fri 4/178:55 pm
BDA
- ORD
1 stop14h 15m
Air Canada
Deal found 3/27![Air Canada logo]()
$443
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.
Mon 4/135:30 am
MDW
- BDA
2 stops13h 55m
Multiple Airlines
Sat 4/1812:05 pm
BDA
- MDW
1 stop21h 54m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$839
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:00 am
MDW
- BDA
1 stop6h 31m
Delta
Sat 4/183:45 pm
BDA
- MDW
1 stop8h 43m
Delta
Deal found 3/25![Delta logo]()
$1,068
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/197:55 am
ORD
- BDA
1 stop8h 05m
Air Canada
Sun 4/266:50 pm
BDA
- ORD
2 stops19h 27m
Air Canada
Deal found 3/28![Air Canada logo]()
$571
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2212:50 pm
ORD
- BDA
2 stops53h 00m
Air Canada
Sun 4/266:50 pm
BDA
- ORD
1 stop20h 15m
Air Canada
Deal found 3/25![Air Canada logo]()
$327
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 4/227:30 am
MDW
- BDA
1 stop28h 45m
Multiple Airlines
Sun 4/268:00 am
BDA
- MDW
1 stop7h 00m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$496
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2212:50 pm
ORD
- BDA
2 stops53h 00m
Multiple Airlines
Wed 4/291:10 pm
BDA
- ORD
2 stops20h 31m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$573
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2212:50 pm
ORD
- BDA
2 stops53h 00m
Multiple Airlines
Sun 4/268:00 am
BDA
- ORD
3 stops28h 23m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$588
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.
Sun 4/266:00 am
MDW
- BDA
2 stops29h 45m
Multiple Airlines
Sun 5/38:00 am
BDA
- MDW
1 stop7h 00m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$710
One-way flights from Chicago to BermudaSearch for one-way flight options from Chicago to Bermuda. Find affordable one-way fares based on user searches. Data last updated March 29, 2026.
Search for one-way flight options from Chicago to Bermuda. Find affordable one-way fares based on user searches. Data last updated March 29, 2026.
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
ORD
- BDA
1 stop6h 10m
JetBlue
Deal found 3/28![JetBlue logo]()
$176
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:00 am
ORD
- BDA
1 stop6h 19m
JetBlue
Deal found 3/28![JetBlue logo]()
$186
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/239:39 am
ORD
- BDA
1 stop26h 40m
JetBlue
Deal found 3/29![JetBlue logo]()
$193
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:40 pm
ORD
- BDA
2 stops19h 05m
Air Canada
Deal found 3/28![Air Canada logo]()
$224
This Expedia deal was found by Cheapflights users on 3/26. 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.
Sat 7/188:40 pm
ORD
- BDA
1 stop14h 05m
Air Canada
Deal found 3/26![Air Canada logo]()
$263
This Expedia deal was found by Cheapflights users on 3/26. 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 8/33:40 pm
ORD
- BDA
2 stops43h 05m
Air Canada
Deal found 3/26![Air Canada logo]()
$266
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.
Thu 7/2312:27 pm
MDW
- BDA
2 stops23h 53m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Mon 8/35:10 am
ORD
- BDA
1 stop7h 07m
American Airlines
Deal found 3/26![American Airlines logo]()
$328
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.
Thu 7/238:45 am
ORD
- BDA
3 stops26h 00m
Air Canada
Deal found 3/29![Air Canada logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Mon 8/310:25 am
MDW
- BDA
1 stop22h 32m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:05 am
MDW
- BDA
1 stop6h 26m
Delta
Deal found 3/26![Delta logo]()
$353
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.
Tue 7/149:48 pm
ORD
- BDA
3 stops35h 09m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$358
Find flight deals from Chicago to Bermuda
Keep the following information in mind while searching for Chicago to Bermuda flight deals. Data was last updated March 29, 2026.
Round-trip from | $327 (Orbitz) |
|---|---|
One-way from | $176 (FlightHub) |
Popular in | August |
Cheapest in | April |
Average price | $761 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Bermuda 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 29, 2026.
Use the filters below to find and compare flights from Chicago to Bermuda that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHamilton
MDW - BDA
MDWBDA
Chicago Midway
Wed 4/22
7:30 am-2:15 pm
1 stop28h 45m
Hamilton L.F Wade Intl
Sun 4/26
8:00 am-1:00 pm
1 stop7h 00m
$496
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Sat 7/11
9:50 am-12:45 pm
1 stop24h 55m
Hamilton L.F Wade Intl
Sun 7/19
1:45 pm-9:00 am
1 stop21h 15m
$573
Quickest round-trip
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Sun 6/14
6:00 am-2:10 pm
1 stop6h 10m
Hamilton L.F Wade Intl
Tue 6/23
3:30 pm-8:44 pm
1 stop7h 14m
$582
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Fri 6/5
6:15 am-2:23 pm
1 stop6h 08m
Hamilton L.F Wade Intl
Sat 6/6
3:29 pm-10:56 pm
1 stop9h 27m
$583
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Mon 8/17
6:21 pm-12:45 pm
2 stops40h 24m
Hamilton L.F Wade Intl
Sat 8/22
1:45 pm-1:22 pm
1 stop25h 37m
$595
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Sun 5/17
8:20 pm-12:45 pm
1 stop14h 25m
Hamilton L.F Wade Intl
Fri 5/22
1:45 pm-7:25 pm
1 stop7h 40m
$621
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Sun 6/14
6:22 pm-12:45 pm
2 stops16h 23m
Hamilton L.F Wade Intl
Tue 6/23
3:30 pm-8:44 pm
1 stop7h 14m
$657
ChicagoHamilton
MDW - BDA
MDWBDA
Chicago Midway
Sat 7/11
6:00 am-2:20 pm
2 stops30h 20m
Hamilton L.F Wade Intl
Sun 7/19
6:45 pm-9:40 am
1 stop16h 55m
$661
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Fri 5/22
8:20 pm-12:45 pm
1 stop14h 25m
Hamilton L.F Wade Intl
Mon 5/25
1:45 pm-7:25 pm
1 stop7h 40m
$671
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Tue 8/18
3:40 pm-12:45 pm
2 stops19h 05m
Hamilton L.F Wade Intl
Sun 8/23
1:45 pm-7:52 pm
1 stop8h 07m
$677
Showing 1-10 of 30 resultsSorted by cheapest first
Best time to book a flight from Chicago to Bermuda
Have a flexible travel schedule? Discover the best time to fly to Bermuda from Chicago with our price prediction graph.
ORD-BDA
MDW-BDA
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 Chicago to Bermuda
CHI-BM0
ORD-BDA
MDW-BDA
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Bermuda
Get insights into the airlines that provide service to Bermuda. 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 Bermuda. Reviews last updated March 29, 2026.
Read through reviews of airlines operating flights from Chicago to Bermuda, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
6.6
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Food
6.6
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Food
6.6
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Crew
8.1
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Related info for your journey
Find useful and relevant information for your journey from Chicago to Bermuda. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Chicago and Bermuda flights
Browse other Chicago and Bermuda flight options. Last updated on March 29, 2026.
Popular flight searches
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Top airline flying from Chicago to Bermuda
Discover the top airline that operate flights from Chicago to Bermuda. 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 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$602 | Average$706 | FlexibilityNo cancel fee | On-time71% |