$98+ Cheap flights from Connecticut to Key West (EYW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
Oct 12 — Oct 191
Round-trip
1 adult, Economy
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Find cheap flights from Connecticut to Key West 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Connecticut to Key West
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Cheapest flights from Connecticut to Key WestExplore the most affordable flight options available from Connecticut to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
Explore the most affordable flight options available from Connecticut to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/278:10 am -
1 stop25h 14m
Fri 10/3012:59 pm -
1 stop4h 31m
Deal found 9/10![Breeze Airways logo]()
$176
This Breeze Airways deal was found by Cheapflights users on 9/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:10 am -
1 stop25h 14m
Wed 11/410:04 am -
1 stop8h 42m
Deal found 9/12![Breeze Airways logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:10 am -
1 stop25h 14m
Fri 11/612:59 pm -
1 stop4h 31m
Deal found 9/7![Breeze Airways logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/117:26 pm -
1 stop15h 55m
Wed 11/181:22 pm -
1 stop10h 20m
Deal found 9/9![Breeze Airways logo]()
$213
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop28h 19m
Sat 10/1010:04 am -
1 stop8h 42m
Deal found 9/10![Breeze Airways logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/243:26 pm -
1 stop18h 53m
Tue 10/271:16 pm -
2 stops25h 04m
Deal found 9/10![Breeze Airways logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am -
1 stop28h 19m
Wed 11/410:04 am -
1 stop8h 42m
Deal found 9/7![Breeze Airways logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/27:00 am -
1 stop5h 19m
Fri 11/612:59 pm -
1 stop4h 31m
Deal found 9/11![Breeze Airways logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:10 am -
1 stop25h 14m
Thu 11/510:59 am -
2 stops12h 37m
Deal found 9/7![Breeze Airways logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Mon 11/97:00 am -
1 stop5h 19m
Wed 11/181:22 pm -
1 stop10h 20m
Deal found 9/9![Breeze Airways logo]()
$242
This Breeze Airways deal was found by Cheapflights users on 9/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:05 am -
1 stop28h 14m
Sun 10/1810:59 am -
1 stop26h 01m
Deal found 9/7![Breeze Airways logo]()
$258
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:26 pm -
1 stop18h 53m
Tue 10/201:16 pm -
2 stops25h 04m
Deal found 9/10![Breeze Airways logo]()
$281
Best flights from Connecticut to Key WestDiscover carefully curated flight deals from Connecticut to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
Discover carefully curated flight deals from Connecticut to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:26 pm -
1 stop15h 55m
Sat 10/1010:04 am -
1 stop8h 42m
Deal found 9/8![Breeze Airways logo]()
$255
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:14 pm -
1 stop6h 47m
Fri 11/611:51 am -
1 stop5h 01m
Deal found 9/7![Delta logo]()
$350
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1010:24 am -
Nonstop3h 28m
Tue 11/242:50 pm -
Nonstop3h 10m
Deal found 9/9![United Airlines logo]()
$489
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/277:00 am -
1 stop5h 19m
Fri 12/412:59 pm -
1 stop4h 31m
Deal found 9/10![Breeze Airways logo]()
$274
This Breeze Airways deal was found by Cheapflights users on 9/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:26 pm -
1 stop15h 55m
Thu 11/510:59 am -
2 stops12h 37m
Deal found 9/7![Breeze Airways logo]()
$275
This Breeze Airways deal was found by Cheapflights users on 9/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:05 am -
1 stop28h 14m
Mon 10/1911:59 am -
1 stop12h 00m
Deal found 9/8![Breeze Airways logo]()
$282
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
1 stop28h 19m
Thu 10/2210:59 am -
2 stops12h 37m
Deal found 9/10![Breeze Airways logo]()
$289
This Delta deal was found by Cheapflights users on 9/10. 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 11/1411:44 am -
1 stop8h 16m
Tue 11/176:05 pm -
1 stop6h 50m
Deal found 9/10![Delta logo]()
$408
This Breeze Airways deal was found by Cheapflights users on 9/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:26 pm -
1 stop15h 55m
Sat 11/1410:04 am -
1 stop8h 42m
Deal found 9/8![Breeze Airways logo]()
$298
This Delta deal was found by Cheapflights users on 9/8. 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.
Sat 11/148:30 am -
2 stops11h 30m
Tue 11/176:05 pm -
1 stop6h 54m
Deal found 9/8![Delta logo]()
$410
This Delta deal was found by Cheapflights users on 9/8. 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.
Tue 11/31:11 pm -
1 stop6h 50m
Sat 11/76:11 pm -
1 stop6h 48m
Deal found 9/8![Delta logo]()
$418
This Breeze Airways deal was found by Cheapflights users on 9/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/62:05 pm -
2 stops20h 14m
Fri 12/1112:59 pm -
1 stop4h 31m
Deal found 9/7![Breeze Airways logo]()
$325
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Sat 9/199:59 am -
Nonstop3h 29m
Sat 9/264:20 pm -
1 stop8h 37m
Deal found 9/12![United Airlines logo]()
$539
This Breeze Airways deal was found by Cheapflights users on 9/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:15 am -
2 stops25h 09m
Tue 11/31:16 pm -
2 stops25h 04m
Deal found 9/9![Breeze Airways logo]()
$340
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1110:24 am -
Nonstop3h 28m
Sat 11/142:50 pm -
Nonstop3h 10m
Deal found 9/7![United Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:30 am -
2 stops11h 30m
Sat 11/146:05 pm -
1 stop6h 54m
Deal found 9/7![Delta logo]()
$469
This Breeze Airways deal was found by Cheapflights users on 9/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:04 pm -
1 stop23h 15m
Mon 12/710:59 am -
2 stops11h 27m
Deal found 9/12![Breeze Airways logo]()
$351
This Delta deal was found by Cheapflights users on 9/12. 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 10/36:15 am -
2 stops11h 08m
Tue 10/611:51 am -
2 stops11h 25m
Deal found 9/12![Delta logo]()
$479
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:00 am -
Nonstop3h 29m
Sat 9/264:20 pm -
1 stop8h 37m
Deal found 9/9![United Airlines logo]()
$594
This Delta deal was found by Cheapflights users on 9/11. 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.
Tue 11/108:30 am -
2 stops11h 30m
Sat 11/146:05 pm -
1 stop6h 54m
Deal found 9/11![Delta logo]()
$483
This Breeze Airways deal was found by Cheapflights users on 9/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/313:00 pm -
2 stops21h 21m
Tue 11/101:16 pm -
2 stops25h 04m
Deal found 9/9![Breeze Airways logo]()
$367
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 12/1110:47 am -
Nonstop3h 49m
Sat 12/192:34 pm -
Nonstop3h 10m
Deal found 9/10![United Airlines logo]()
$595
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 11/101:35 pm -
1 stop6h 25m
Sat 11/146:05 pm -
1 stop6h 50m
Deal found 9/10![Delta logo]()
$489
This Breeze Airways deal was found by Cheapflights users on 9/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am -
1 stop28h 19m
Sun 10/1810:59 am -
2 stops27h 34m
Deal found 9/9![Breeze Airways logo]()
$369
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/610:24 am -
Nonstop3h 28m
Wed 11/114:10 pm -
1 stop8h 49m
Deal found 9/8![United Airlines logo]()
$624
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:10 am -
1 stop25h 14m
Sun 11/810:59 am -
2 stops27h 34m
Deal found 9/10![Breeze Airways logo]()
$372
This Delta deal was found by Cheapflights users on 9/12. 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.
Thu 12/109:00 am -
1 stop8h 11m
Wed 1/67:00 am -
1 stop5h 41m
Deal found 9/12![Delta logo]()
$499
This Breeze Airways deal was found by Cheapflights users on 9/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:05 am -
1 stop28h 14m
Fri 11/1312:59 pm -
1 stop25h 04m
Deal found 9/8![Breeze Airways logo]()
$384
This Delta deal was found by Cheapflights users on 9/10. 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 11/21:11 pm -
1 stop6h 50m
Fri 11/611:51 am -
2 stops8h 39m
Deal found 9/10![Delta logo]()
$562
This Breeze Airways deal was found by Cheapflights users on 9/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:00 pm -
2 stops20h 21m
Sun 12/610:59 am -
1 stop26h 01m
Deal found 9/12![Breeze Airways logo]()
$407
Last-minute flights from Connecticut to Key WestDiscover last-minute flight deals from Connecticut to Key West. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Key West. Data last updated September 12, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop28h 19m
Sat 10/1010:04 am -
1 stop8h 42m
Deal found 9/10![Breeze Airways logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 10/68:10 am -
1 stop25h 14m
Sat 10/1010:04 am -
1 stop8h 42m
Deal found 9/9![Breeze Airways logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/107:26 pm -
1 stop15h 55m
Sat 10/1710:04 am -
1 stop8h 42m
Deal found 9/9![Breeze Airways logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/107:26 pm -
1 stop15h 55m
Fri 10/1610:59 am -
2 stops11h 27m
Deal found 9/9![Breeze Airways logo]()
$275
This Breeze Airways deal was found by Cheapflights users on 9/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:05 am -
1 stop28h 14m
Sun 10/1810:59 am -
1 stop26h 01m
Deal found 9/7![Breeze Airways logo]()
$258
This Breeze Airways deal was found by Cheapflights users on 9/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:05 am -
1 stop28h 14m
Mon 10/1911:59 am -
1 stop12h 00m
Deal found 9/8![Breeze Airways logo]()
$282
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:26 pm -
1 stop18h 53m
Tue 10/201:16 pm -
2 stops25h 04m
Deal found 9/10![Breeze Airways logo]()
$281
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Tue 10/206:14 am -
1 stop7h 40m
Tue 11/31:52 pm -
1 stop7h 57m
Deal found 9/10![American Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/243:26 pm -
1 stop18h 53m
Tue 10/271:16 pm -
2 stops25h 04m
Deal found 9/10![Breeze Airways logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/278:10 am -
1 stop25h 14m
Fri 10/3012:59 pm -
1 stop4h 31m
Deal found 9/10![Breeze Airways logo]()
$176
This Breeze Airways deal was found by Cheapflights users on 9/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:10 am -
1 stop25h 14m
Wed 11/410:04 am -
1 stop8h 42m
Deal found 9/12![Breeze Airways logo]()
$191
This Breeze Airways deal was found by Cheapflights users on 9/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:05 am -
1 stop28h 14m
Sun 11/110:59 am -
1 stop26h 01m
Deal found 9/7![Breeze Airways logo]()
$299
One-way flights from Connecticut to Key WestSearch for one-way flight options from Connecticut to Key West. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
Search for one-way flight options from Connecticut to Key West. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/117:26 pm -
1 stop15h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 11/77:26 pm -
1 stop15h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/1911:36 am -
1 stop23h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Breeze Airways logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/173:26 pm -
1 stop18h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Mon 11/237:00 am -
1 stop5h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:26 pm -
1 stop15h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Breeze Airways logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Mon 12/77:00 am -
1 stop5h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 12/88:10 am -
1 stop25h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2910:55 am -
1 stop5h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Allegiant Air logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Mon 11/97:00 am -
1 stop5h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:00 am -
1 stop28h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 11/156:10 am -
1 stop30h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Breeze Airways logo]()
$135
Find flight deals from Connecticut to Key West
Keep the following information in mind while searching for Connecticut to Key West flight deals. Data was last updated September 12, 2026.
Round-trip from | $176 (Kiwi.com) |
|---|---|
One-way from | $98 (Kiwi.com) |
Popular in | April |
Cheapest in | September |
Average price | $335 |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut to Key West 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 7,457,451 searches. Data last updated September 12, 2026.
Use the filters below to find and compare flights from Connecticut to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HartfordKey West
BDL Hartford Bradley Intl - EYW Key West
BDLEYW
Hartford Bradley Intl
Wed 11/11
7:26 pm-11:21 am
1 stop15h 55m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$99
HartfordKey West
BDL Hartford Bradley Intl - EYW Key West
BDLEYW
Hartford Bradley Intl
Sat 11/7
7:26 pm-11:21 am
1 stop15h 55m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$100
HartfordKey West
BDL Hartford Bradley Intl - EYW Key West
BDLEYW
Hartford Bradley Intl
Sun 11/15
6:10 am-12:19 pm
1 stop30h 09m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
ProvidenceKey West
PVD Providence-TFGreen - EYW Key West
PVDEYW
Providence-TFGreen
Sun 1/17
8:00 am-10:19 am
1 stop26h 19m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$144
ProvidenceKey West
PVD Providence-TFGreen - EYW Key West
PVDEYW
Providence-TFGreen
Sat 10/10
3:26 pm-10:19 am
1 stop18h 53m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
New YorkKey West
LGA New York LaGuardia - EYW Key West
LGAEYW
New York LaGuardia
Sat 11/7
5:30 pm-11:21 am
2 stops17h 51m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
NewarkKey West
EWR Newark - EYW Key West
EWREYW
Newark
Sat 11/7
11:35 am-11:21 am
2 stops23h 46m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
NewarkKey West
EWR Newark - EYW Key West
EWREYW
Newark
Mon 12/14
11:55 am-10:19 am
1 stop22h 24m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
HartfordKey West
BDL Hartford Bradley Intl - EYW Key West
BDLEYW
Hartford Bradley Intl
Sun 10/11
7:15 am-10:19 am
2 stops27h 04m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$172
HartfordKey West
BDL Hartford Bradley Intl - EYW Key West
BDLEYW
Hartford Bradley Intl
Mon 10/12
3:16 pm-9:24 am
3 stops42h 08m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$177
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Connecticut to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Connecticut with our price prediction graph.
BDL-EYW
LGA-EYW
EWR-EYW
JFK-EYW
PVD-EYW
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 Connecticut to Key West
USCT-EYW
BDL-EYW
LGA-EYW
EWR-EYW
JFK-EYW
What is the cheapest month to book a flight from Connecticut to Key West?
Currently, September is the cheapest month in which you can book a flight from Connecticut to Key West (average of $335). Flying from Connecticut to Key West in April is currently the most expensive (average of $585). 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.
How much does it cost to fly round-trip from Connecticut to Key West?
Airfare is below average for this route at the moment.
Connecticut to Key West flights typically cost between $315 and $422 in October.The cheapest round-trip price found within the last 5 days was $176 on Breeze Airways (Oct 27-Oct 30).
How far ahead should I book a flight from Connecticut to Key West?
The best time to book flights from Connecticut to Key West is 67 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Related info for your journey
Find useful and relevant information for your journey from Connecticut to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
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Key West flight routes
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Alternative routes for Connecticut to Key West
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Connecticut to Key West by cabin class
Find flights from Connecticut to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 12, 2026.
Connecticut and Key West flights
Browse other Connecticut and Key West flight options. Last updated on September 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Connecticut to Key West flights
Consider these flights traveling from Connecticut to Key West.
Top 5 airlines flying from Connecticut to Key West
Discover the top 5 airlines that operate flights from Connecticut to Key West. 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 7,457,451 searches. Data last updated September 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$154 | Average$218 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$202 | Average$330 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$283 | Average$470 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$310 | Average$448 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$333 | Average$452 | FlexibilityNo cancel fee | On-time69% |