$214+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDA
Jul 9 — Jul 161
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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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 Chicago to Bermuda
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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 June 9, 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 June 9, 2026.
This JetBlue deal was found by Cheapflights users on 6/6. 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.
Tue 7/76:00 am
ORD
- BDA
1 stop6h 30m
JetBlue
Wed 7/83:35 pm
BDA
- ORD
1 stop7h 28m
JetBlue
Deal found 6/6![JetBlue logo]()
$507
This Expedia deal was found by Cheapflights users on 6/7. 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.
Sun 8/166:00 am
ORD
- BDA
1 stop6h 19m
JetBlue
Wed 8/193:25 pm
BDA
- ORD
1 stop8h 30m
JetBlue
Deal found 6/7![JetBlue logo]()
$516
This Expedia deal was found by Cheapflights users on 6/8. 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 8/176:00 am
ORD
- BDA
1 stop6h 19m
JetBlue
Fri 8/213:25 pm
BDA
- ORD
1 stop8h 30m
JetBlue
Deal found 6/8![JetBlue logo]()
$517
This Justfly.com deal was found by Cheapflights users on 6/8. 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.
Wed 7/86:00 am
ORD
- BDA
1 stop6h 30m
JetBlue
Fri 7/103:35 pm
BDA
- ORD
1 stop19h 16m
JetBlue
Deal found 6/8![JetBlue logo]()
$518
This JetBlue deal was found by Cheapflights users on 6/8. 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.
Sat 8/226:00 am
ORD
- BDA
1 stop6h 19m
JetBlue
Mon 8/243:25 pm
BDA
- ORD
1 stop8h 30m
JetBlue
Deal found 6/8![JetBlue logo]()
$525
This Expedia deal was found by Cheapflights users on 6/4. 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 7/46:00 am
ORD
- BDA
1 stop6h 15m
Multiple Airlines
Sat 7/111:35 pm
BDA
- ORD
1 stop21h 25m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$527
This Orbitz deal was found by Cheapflights users on 6/4. 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 8/126:00 am
ORD
- BDA
1 stop6h 19m
Multiple Airlines
Sat 8/151:35 pm
BDA
- ORD
1 stop27h 20m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$537
This Travelocity deal was found by Cheapflights users on 6/5. 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 8/219:50 am
ORD
- BDA
1 stop24h 50m
Multiple Airlines
Wed 9/23:25 pm
BDA
- ORD
1 stop8h 30m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$545
This Orbitz deal was found by Cheapflights users on 6/5. 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.
Fri 9/48:45 am
ORD
- BDA
2 stops49h 55m
Multiple Airlines
Tue 9/83:25 pm
BDA
- ORD
1 stop8h 30m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$547
This Expedia deal was found by Cheapflights users on 6/8. 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 8/1711:05 am
ORD
- BDA
2 stops47h 35m
Multiple Airlines
Fri 8/213:25 pm
BDA
- ORD
1 stop8h 30m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$549
This Gotogate deal was found by Cheapflights users on 6/7. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:40 pm
ORD
- BDA
1 stop14h 00m
Air Canada
Sun 9/131:35 pm
BDA
- ORD
1 stop8h 13m
Air Canada
Deal found 6/7![Air Canada logo]()
$553
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 8/183:15 pm
MDW
- BDA
1 stop17h 42m
Multiple Airlines
Tue 8/256:45 pm
BDA
- MDW
1 stop16h 55m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$677
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 June 9, 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 June 9, 2026.
This JetBlue deal was found by Cheapflights users on 6/6. 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.
Tue 7/76:00 am
ORD
- BDA
1 stop6h 30m
JetBlue
Wed 7/83:35 pm
BDA
- ORD
1 stop7h 28m
JetBlue
Deal found 6/6![JetBlue logo]()
$507
This Expedia deal was found by Cheapflights users on 6/4. 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 7/46:00 am
ORD
- BDA
1 stop6h 15m
Multiple Airlines
Sat 7/111:35 pm
BDA
- ORD
1 stop21h 25m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$527
This Gotogate deal was found by Cheapflights users on 6/8. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:05 am
ORD
- BDA
2 stops23h 35m
Air Canada
Fri 8/211:35 pm
BDA
- ORD
1 stop8h 17m
Air Canada
Deal found 6/8![Air Canada logo]()
$560
This Delta deal was found by Cheapflights users on 6/4. 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 7/46:00 am
MDW
- BDA
1 stop6h 40m
Delta
Sat 7/113:46 pm
BDA
- MDW
1 stop8h 29m
Delta
Deal found 6/4![Delta logo]()
$732
This Expedia deal was found by Cheapflights users on 6/8. 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 8/176:00 am
ORD
- BDA
1 stop6h 19m
JetBlue
Fri 8/213:25 pm
BDA
- ORD
1 stop8h 30m
JetBlue
Deal found 6/8![JetBlue logo]()
$517
This Justfly.com deal was found by Cheapflights users on 6/8. 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.
Wed 7/86:00 am
ORD
- BDA
1 stop6h 30m
JetBlue
Fri 7/103:35 pm
BDA
- ORD
1 stop19h 16m
JetBlue
Deal found 6/8![JetBlue logo]()
$518
This FlightHub deal was found by Cheapflights users on 6/6. 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 8/186:00 am
ORD
- BDA
1 stop6h 19m
Multiple Airlines
Sun 8/231:35 pm
BDA
- ORD
2 stops32h 30m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$577
This Air Canada deal was found by Cheapflights users on 6/4. 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.
Sat 7/43:40 pm
ORD
- BDA
2 stops19h 00m
Air Canada
Sat 7/111:35 pm
BDA
- ORD
1 stop21h 25m
Air Canada
Deal found 6/4![Air Canada logo]()
$579
This JetBlue deal was found by Cheapflights users on 6/8. 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.
Sat 8/226:00 am
ORD
- BDA
1 stop6h 19m
JetBlue
Mon 8/243:25 pm
BDA
- ORD
1 stop8h 30m
JetBlue
Deal found 6/8![JetBlue logo]()
$525
This JetBlue deal was found by Cheapflights users on 6/6. 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.
Tue 8/186:00 am
ORD
- BDA
1 stop6h 19m
JetBlue
Sun 8/233:25 pm
BDA
- ORD
1 stop8h 30m
JetBlue
Deal found 6/6![JetBlue logo]()
$546
This Delta deal was found by Cheapflights users on 6/8. 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 8/176:05 am
MDW
- BDA
1 stop6h 30m
Delta
Fri 8/211:06 pm
BDA
- MDW
2 stops11h 30m
Delta
Deal found 6/8![Delta logo]()
$774
This Delta deal was found by Cheapflights users on 6/4. 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 8/126:05 am
MDW
- BDA
1 stop6h 30m
Delta
Sat 8/153:50 pm
BDA
- MDW
1 stop8h 46m
Delta
Deal found 6/4![Delta logo]()
$788
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 8/183:15 pm
MDW
- BDA
1 stop17h 42m
Multiple Airlines
Tue 8/256:45 pm
BDA
- MDW
2 stops16h 32m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$824
This Delta deal was found by Cheapflights users on 6/6. 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 7/16:00 am
MDW
- BDA
1 stop6h 40m
Delta
Sat 7/113:46 pm
BDA
- MDW
1 stop8h 29m
Delta
Deal found 6/6![Delta logo]()
$827
This Delta deal was found by Cheapflights users on 6/5. 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 8/86:05 am
MDW
- BDA
1 stop6h 30m
Delta
Fri 8/141:06 pm
BDA
- MDW
2 stops11h 30m
Delta
Deal found 6/5![Delta logo]()
$836
This Mytrip deal was found by Cheapflights users on 6/8. 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 8/131:27 pm
MDW
- BDA
2 stops21h 13m
Multiple Airlines
Fri 8/218:15 am
BDA
- MDW
2 stops27h 25m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$981
This Delta deal was found by Cheapflights users on 6/8. 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 7/86:00 am
MDW
- BDA
1 stop6h 31m
Delta
Fri 7/101:06 pm
BDA
- MDW
2 stops11h 09m
Delta
Deal found 6/8![Delta logo]()
$871
This Mytrip deal was found by Cheapflights users on 6/4. 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 8/121:51 pm
MDW
- BDA
2 stops19h 06m
Multiple Airlines
Sat 8/159:30 am
BDA
- MDW
3 stops26h 10m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,003
Last-minute flights from Chicago to BermudaDiscover last-minute flight deals from Chicago to Bermuda. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Bermuda. Data last updated June 9, 2026 and is based on user searches.
This Justfly.com deal was found by Cheapflights users on 6/6. 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.
Tue 6/236:00 am
ORD
- BDA
1 stop6h 15m
Multiple Airlines
Sat 6/271:35 pm
BDA
- ORD
2 stops46h 41m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$600
This Justfly.com deal was found by Cheapflights users on 6/8. 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.
Thu 6/256:00 am
ORD
- BDA
1 stop6h 15m
JetBlue
Thu 7/23:25 pm
BDA
- ORD
1 stop26h 51m
JetBlue
Deal found 6/8![JetBlue logo]()
$585
This Delta deal was found by Cheapflights users on 6/8. 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 6/296:00 am
MDW
- BDA
1 stop6h 40m
Delta
Mon 7/63:55 pm
BDA
- MDW
1 stop8h 22m
Delta
Deal found 6/8![Delta logo]()
$827
This Orbitz deal was found by Cheapflights users on 6/6. 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.
Thu 7/29:50 am
ORD
- BDA
1 stop24h 50m
Air Canada
Mon 7/61:35 pm
BDA
- ORD
1 stop21h 25m
Air Canada
Deal found 6/6![Air Canada logo]()
$596
This Expedia deal was found by Cheapflights users on 6/7. 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 7/35:22 pm
ORD
- BDA
1 stop18h 53m
JetBlue
Thu 7/93:35 pm
BDA
- ORD
1 stop26h 41m
JetBlue
Deal found 6/7![JetBlue logo]()
$558
This Expedia deal was found by Cheapflights users on 6/4. 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 7/46:00 am
ORD
- BDA
1 stop6h 15m
Multiple Airlines
Sat 7/111:35 pm
BDA
- ORD
1 stop21h 25m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$527
This Air Canada deal was found by Cheapflights users on 6/4. 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.
Sat 7/43:40 pm
ORD
- BDA
2 stops19h 00m
Air Canada
Sat 7/111:35 pm
BDA
- ORD
1 stop21h 25m
Air Canada
Deal found 6/4![Air Canada logo]()
$579
This Delta deal was found by Cheapflights users on 6/4. 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 7/46:00 am
MDW
- BDA
1 stop6h 40m
Delta
Sat 7/113:46 pm
BDA
- MDW
1 stop8h 29m
Delta
Deal found 6/4![Delta logo]()
$732
This JetBlue deal was found by Cheapflights users on 6/6. 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.
Tue 7/76:00 am
ORD
- BDA
1 stop6h 30m
JetBlue
Wed 7/83:35 pm
BDA
- ORD
1 stop7h 28m
JetBlue
Deal found 6/6![JetBlue logo]()
$507
This Justfly.com deal was found by Cheapflights users on 6/8. 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.
Wed 7/86:00 am
ORD
- BDA
1 stop6h 30m
JetBlue
Fri 7/103:35 pm
BDA
- ORD
1 stop19h 16m
JetBlue
Deal found 6/8![JetBlue logo]()
$518
This Expedia deal was found by Cheapflights users on 6/8. 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 7/86:00 am
ORD
- BDA
1 stop6h 30m
Multiple Airlines
Fri 7/101:35 pm
BDA
- ORD
2 stops20h 15m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$586
This Delta deal was found by Cheapflights users on 6/8. 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 7/86:00 am
MDW
- BDA
1 stop6h 31m
Delta
Fri 7/101:06 pm
BDA
- MDW
2 stops11h 09m
Delta
Deal found 6/8![Delta logo]()
$871
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 June 9, 2026.
Search for one-way flight options from Chicago to Bermuda. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
This Justfly.com deal was found by Cheapflights users on 6/6. 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.
Sat 6/275:35 pm
ORD
- BDA
1 stop17h 05m
Air Canada
Deal found 6/6![Air Canada logo]()
$214
This Mytrip deal was found by Cheapflights users on 6/9. 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 8/511:05 am
ORD
- BDA
2 stops47h 35m
Air Canada
Deal found 6/9![Air Canada logo]()
$229
This Air Canada deal was found by Cheapflights users on 6/6. 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 6/286:22 pm
ORD
- BDA
2 stops16h 18m
Air Canada
Deal found 6/6![Air Canada logo]()
$286
This Air Canada deal was found by Cheapflights users on 6/6. 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 6/266:22 pm
ORD
- BDA
2 stops16h 18m
Air Canada
Deal found 6/6![Air Canada logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 8/59:57 pm
ORD
- BDA
3 stops38h 23m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 6/4. 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 6/276:00 am
MDW
- BDA
1 stop6h 40m
Delta
Deal found 6/4![Delta logo]()
$373
This Mytrip deal was found by Cheapflights users on 6/4. 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 6/178:25 pm
ORD
- BDA
1 stop12h 32m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$374
This Delta deal was found by Cheapflights users on 6/4. 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 6/176:00 am
MDW
- BDA
1 stop6h 40m
Delta
Deal found 6/4![Delta logo]()
$463
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 June 9, 2026.
Round-trip from | $507 (JetBlue) |
|---|---|
One-way from | $214 (Justfly.com) |
Popular in | May |
Cheapest in | September |
Average price | $814 |
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 June 9, 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
Quickest round-trip
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Tue 7/7
6:00 am-2:30 pm
1 stop6h 30m
Hamilton L.F Wade Intl
Wed 7/8
3:35 pm-9:03 pm
1 stop7h 28m
$507
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Mon 8/17
6:00 am-2:19 pm
1 stop6h 19m
Hamilton L.F Wade Intl
Fri 8/21
3:25 pm-9:55 pm
1 stop8h 30m
$517
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Wed 7/8
6:00 am-2:30 pm
1 stop6h 30m
Hamilton L.F Wade Intl
Fri 7/10
3:35 pm-8:51 am
1 stop19h 16m
$518
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Sat 8/22
6:00 am-2:19 pm
1 stop6h 19m
Hamilton L.F Wade Intl
Mon 8/24
3:25 pm-9:55 pm
1 stop8h 30m
$525
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Sat 7/4
6:00 am-2:15 pm
1 stop6h 15m
Hamilton L.F Wade Intl
Sat 7/11
1:35 pm-9:00 am
1 stop21h 25m
$527
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Tue 8/18
6:00 am-2:19 pm
1 stop6h 19m
Hamilton L.F Wade Intl
Sun 8/23
3:25 pm-9:55 pm
1 stop8h 30m
$546
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Thu 8/13
11:05 am-12:40 pm
2 stops23h 35m
Hamilton L.F Wade Intl
Fri 8/21
1:35 pm-7:52 pm
1 stop8h 17m
$560
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Tue 8/18
6:00 am-2:19 pm
1 stop6h 19m
Hamilton L.F Wade Intl
Sun 8/23
1:35 pm-8:05 pm
2 stops32h 30m
$577
ChicagoHamilton
ORD - BDA
ORDBDA
Chicago O'Hare Intl
Sat 7/4
3:40 pm-12:40 pm
2 stops19h 00m
Hamilton L.F Wade Intl
Sat 7/11
1:35 pm-9:00 am
1 stop21h 25m
$579
ChicagoHamilton
MDW - BDA
MDWBDA
Chicago Midway
Sat 7/4
6:00 am-2:40 pm
1 stop6h 40m
Hamilton L.F Wade Intl
Sat 7/11
3:46 pm-10:15 pm
1 stop8h 29m
$732
Showing 1-10 of 25 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
What is the cheapest month to book a flight from Chicago to Bermuda?
Currently, September is the cheapest month in which you can book a flight from Chicago to Bermuda (average of $462). Flying from Chicago to Bermuda in June is currently the most expensive (average of $789). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
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 June 9, 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.
Crew
8.1
Comfort
7.3
Boarding
7.7
Food
6.6
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Comfort
7.3
Boarding
7.7
Food
6.6
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Comfort
7.3
Boarding
7.7
Food
6.6
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
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 June 9, 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 June 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$629 | Average$741 | FlexibilityNo cancel fee | On-time71% |