$105+ Cheap flights from O'Hare Intl (ORD) to Florida Keys
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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — EYW
Aug 3 — Aug 101
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl to Florida Keys 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 O'Hare Intl to Florida Keys
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Cheapest flights from O'Hare Intl to Florida KeysExplore the most affordable flight options available from O'Hare Intl to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 4, 2026.
Explore the most affordable flight options available from O'Hare Intl to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 4, 2026.
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/16:05 pm
ORD
- MIA
Nonstop3h 22m
United Airlines
Sat 8/86:30 am
MIA
- ORD
1 stop6h 59m
United Airlines
Deal found 7/1![United Airlines logo]()
$230
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/227:00 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Wed 7/224:53 pm
MIA
- ORD
1 stop8h 52m
United Airlines
Deal found 7/1![United Airlines logo]()
$231
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/11:50 pm
ORD
- MIA
1 stop5h 39m
Frontier
Tue 8/49:33 pm
MIA
- ORD
1 stop26h 54m
Frontier
Deal found 6/30![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/71:50 pm
ORD
- MIA
1 stop8h 16m
Frontier
Sat 8/156:30 am
MIA
- ORD
1 stop19h 03m
Frontier
Deal found 7/1![Frontier logo]()
$233
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/292:03 pm
ORD
- MIA
1 stop6h 01m
Frontier
Sat 10/37:00 am
MIA
- ORD
1 stop13h 55m
Frontier
Deal found 6/30![Frontier logo]()
$234
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 12/125:28 pm
ORD
- MIA
Nonstop3h 15m
American Airlines
Tue 12/156:00 am
MIA
- ORD
1 stop6h 05m
American Airlines
Deal found 7/1![American Airlines logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:05 am
ORD
- MIA
1 stop8h 28m
Frontier
Tue 8/256:00 am
MIA
- ORD
1 stop8h 36m
Frontier
Deal found 6/30![Frontier logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/51:50 pm
ORD
- MIA
1 stop8h 16m
Frontier
Sun 8/910:15 pm
MIA
- ORD
1 stop32h 22m
Frontier
Deal found 7/1![Frontier logo]()
$238
This Frontier deal was found by Cheapflights users on 7/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:30 am
ORD
- MIA
1 stop10h 42m
Frontier
Wed 11/1110:28 am
MIA
- ORD
1 stop10h 16m
Frontier
Deal found 7/1![Frontier logo]()
$239
This Frontier deal was found by Cheapflights users on 6/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:20 am
ORD
- MIA
1 stop8h 02m
Frontier
Wed 10/2810:28 am
MIA
- ORD
1 stop10h 16m
Frontier
Deal found 6/30![Frontier logo]()
$240
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/197:30 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Mon 8/3111:30 am
MIA
- ORD
1 stop9h 35m
United Airlines
Deal found 7/2![United Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 9/57:44 pm
ORD
- EYW
1 stop14h 41m
Multiple Airlines
Wed 9/910:04 am
EYW
- ORD
2 stops30h 22m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$262
Best flights from O'Hare Intl to Florida KeysDiscover carefully curated flight deals from O'Hare Intl to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 4, 2026.
Discover carefully curated flight deals from O'Hare Intl to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 4, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:50 pm
ORD
- MIA
1 stop8h 15m
Frontier
Mon 7/209:33 pm
MIA
- ORD
1 stop26h 54m
Frontier
Deal found 7/3![Frontier logo]()
$307
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/196:30 am
ORD
- MIA
2 stops11h 22m
United Airlines
Wed 8/265:01 pm
MIA
- ORD
1 stop7h 25m
United Airlines
Deal found 7/1![United Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Sun 8/305:00 am
ORD
- EYW
1 stop4h 56m
American Airlines
Sun 9/64:58 pm
EYW
- ORD
Nonstop3h 52m
American Airlines
Deal found 7/3![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 6/30. 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 8/2711:23 am
ORD
- EYW
1 stop7h 34m
Delta
Tue 9/16:15 pm
EYW
- ORD
1 stop6h 42m
Delta
Deal found 6/30![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 7/1. 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 10/610:34 am
ORD
- EYW
1 stop5h 42m
Delta
Sat 10/106:11 pm
EYW
- ORD
1 stop6h 40m
Delta
Deal found 7/1![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 7/3. 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.
Fri 8/289:54 am
ORD
- EYW
1 stop6h 26m
Delta
Mon 8/316:15 pm
EYW
- ORD
1 stop6h 42m
Delta
Deal found 7/3![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/1510:55 am
ORD
- EYW
Nonstop3h 24m
United Airlines
Sat 7/182:26 pm
EYW
- ORD
1 stop8h 40m
United Airlines
Deal found 6/30![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 7/2. 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 7/117:00 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Tue 7/144:10 pm
MIA
- ORD
Nonstop3h 43m
United Airlines
Deal found 7/2![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 7/3. 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 8/111:10 am
ORD
- MIA
1 stop7h 08m
Delta
Tue 8/43:59 pm
MIA
- ORD
1 stop5h 56m
Delta
Deal found 7/3![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 7/2. 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 7/77:00 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Tue 7/1412:30 pm
MIA
- ORD
Nonstop3h 43m
United Airlines
Deal found 7/2![United Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 7/3. 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 7/286:00 am
ORD
- MIA
1 stop7h 38m
United Airlines
Wed 7/294:10 pm
MIA
- ORD
Nonstop3h 43m
United Airlines
Deal found 7/3![United Airlines logo]()
$401
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/712:40 pm
ORD
- MIA
1 stop6h 53m
United Airlines
Sat 7/117:07 am
MIA
- ORD
1 stop7h 01m
United Airlines
Deal found 7/1![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 6/30. 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 12/2412:15 pm
ORD
- EYW
1 stop6h 28m
Delta
Mon 12/286:00 pm
EYW
- ORD
1 stop6h 50m
Delta
Deal found 6/30![Delta logo]()
$453
This United Airlines deal was found by Cheapflights users on 6/29. 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.
Fri 7/1710:33 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Sat 7/185:32 pm
MIA
- ORD
Nonstop3h 41m
United Airlines
Deal found 6/29![United Airlines logo]()
$450
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/186:00 am
ORD
- MIA
1 stop7h 39m
United Airlines
Mon 7/2012:30 pm
MIA
- ORD
Nonstop3h 43m
United Airlines
Deal found 6/30![United Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 6/30. 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 8/116:40 am
ORD
- EYW
1 stop5h 20m
Delta
Sat 8/151:31 pm
EYW
- ORD
2 stops7h 59m
Delta
Deal found 6/30![Delta logo]()
$634
This United Airlines deal was found by Cheapflights users on 7/2. 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 7/1510:33 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Sat 7/188:48 am
MIA
- ORD
1 stop7h 03m
United Airlines
Deal found 7/2![United Airlines logo]()
$495
This Delta deal was found by Cheapflights users on 6/30. 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.
Fri 8/148:48 am
ORD
- EYW
2 stops10h 09m
Delta
Fri 8/211:59 pm
EYW
- ORD
1 stop5h 50m
Delta
Deal found 6/30![Delta logo]()
$644
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Mon 7/207:00 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Thu 7/235:32 pm
MIA
- ORD
Nonstop3h 41m
United Airlines
Deal found 7/1![United Airlines logo]()
$502
This United Airlines deal was found by Cheapflights users on 7/3. 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 7/296:00 am
ORD
- EYW
1 stop6h 30m
United Airlines
Wed 8/52:26 pm
EYW
- ORD
2 stops20h 08m
United Airlines
Deal found 7/3![United Airlines logo]()
$591
This United Airlines deal was found by Cheapflights users on 6/29. 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.
Sun 12/207:40 am
ORD
- EYW
Nonstop3h 11m
United Airlines
Wed 12/236:20 pm
EYW
- ORD
1 stop5h 55m
United Airlines
Deal found 6/29![United Airlines logo]()
$663
Last-minute flights from O'Hare Intl to Florida KeysDiscover last-minute flight deals from O'Hare Intl to Florida Keys. Data last updated July 4, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Florida Keys. Data last updated July 4, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/227:00 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Wed 7/224:53 pm
MIA
- ORD
1 stop8h 52m
United Airlines
Deal found 7/1![United Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/2612:44 am
ORD
- MIA
1 stop8h 31m
Frontier
Tue 7/286:30 am
MIA
- ORD
1 stop19h 19m
Frontier
Deal found 6/30![Frontier logo]()
$239
This Frontier deal was found by Cheapflights users on 7/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:50 pm
ORD
- MIA
1 stop8h 15m
Frontier
Wed 8/56:50 am
MIA
- ORD
1 stop10h 10m
Frontier
Deal found 7/2![Frontier logo]()
$240
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/16:05 pm
ORD
- MIA
Nonstop3h 22m
United Airlines
Sat 8/86:30 am
MIA
- ORD
1 stop6h 59m
United Airlines
Deal found 7/1![United Airlines logo]()
$230
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/11:50 pm
ORD
- MIA
1 stop5h 39m
Frontier
Tue 8/49:33 pm
MIA
- ORD
1 stop26h 54m
Frontier
Deal found 6/30![Frontier logo]()
$232
This Frontier deal was found by Cheapflights users on 7/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/11:50 pm
ORD
- MIA
1 stop8h 50m
Frontier
Wed 8/510:50 am
MIA
- ORD
1 stop10h 03m
Frontier
Deal found 7/3![Frontier logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:05 am
ORD
- MIA
1 stop8h 28m
Frontier
Tue 8/256:00 am
MIA
- ORD
1 stop8h 36m
Frontier
Deal found 6/30![Frontier logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:05 am
ORD
- MIA
1 stop9h 42m
Frontier
Sun 8/96:30 am
MIA
- ORD
1 stop19h 03m
Frontier
Deal found 6/30![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/71:50 pm
ORD
- MIA
1 stop8h 16m
Frontier
Sat 8/156:30 am
MIA
- ORD
1 stop19h 03m
Frontier
Deal found 7/1![Frontier logo]()
$233
This American Airlines deal was found by Cheapflights users on 7/2. 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 8/116:00 am
ORD
- MIA
Nonstop3h 07m
American Airlines
Wed 8/126:30 am
MIA
- ORD
1 stop5h 21m
American Airlines
Deal found 7/2![American Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 8/135:13 pm
ORD
- EYW
1 stop17h 14m
Multiple Airlines
Thu 8/2012:05 pm
EYW
- ORD
1 stop12h 03m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$266
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/197:30 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Mon 8/3111:30 am
MIA
- ORD
1 stop9h 35m
United Airlines
Deal found 7/2![United Airlines logo]()
$241
One-way flights from O'Hare Intl to Florida KeysSearch for one-way flight options from O'Hare Intl to Florida Keys. Find affordable one-way fares based on user searches. Data last updated July 4, 2026.
Search for one-way flight options from O'Hare Intl to Florida Keys. Find affordable one-way fares based on user searches. Data last updated July 4, 2026.
This Booking.com deal was found by Cheapflights users on 6/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:59 pm
ORD
- MIA
1 stop8h 06m
Frontier
Deal found 6/30![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 7/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/41:50 pm
ORD
- MIA
1 stop8h 15m
Frontier
Deal found 7/3![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 6/29. 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.
Mon 8/175:30 pm
ORD
- MIA
1 stop20h 03m
Frontier
Deal found 6/29![Frontier logo]()
$107
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Thu 9/36:59 pm
ORD
- MIA
Nonstop3h 12m
American Airlines
Deal found 6/30![American Airlines logo]()
$108
This Delta deal was found by Cheapflights users on 7/3. 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 8/156:30 pm
ORD
- MIA
1 stop5h 17m
Delta
Deal found 7/3![Delta logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/315:46 pm
ORD
- MIA
1 stop19h 47m
Frontier
Deal found 7/1![Frontier logo]()
$110
This Delta deal was found by Cheapflights users on 7/3. 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 10/16:25 pm
ORD
- MIA
1 stop5h 30m
Delta
Deal found 7/3![Delta logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:05 am
ORD
- MIA
1 stop8h 28m
Frontier
Deal found 6/30![Frontier logo]()
$113
This eDestinos deal was found by Cheapflights users on 6/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:50 pm
ORD
- MIA
1 stop5h 39m
Frontier
Deal found 6/30![Frontier logo]()
$115
This Delta deal was found by Cheapflights users on 7/1. 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 8/1311:23 am
ORD
- MIA
1 stop6h 17m
Delta
Deal found 7/1![Delta logo]()
$117
This eDestinos deal was found by Cheapflights users on 6/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:50 pm
ORD
- MIA
1 stop8h 15m
Frontier
Deal found 6/29![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/295:59 pm
ORD
- EYW
1 stop16h 26m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$123
Find flight deals from O'Hare Intl to Florida Keys
Keep the following information in mind while searching for O'Hare Intl to Florida Keys flight deals. Data was last updated July 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $230 (United Airlines) |
One-way from | $105 (Booking.com) |
Popular in | June |
Cheapest in | September |
Average price | $350 |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Florida Keys 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 July 4, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Florida Keys that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Fri 7/17
1:50 pm-11:05 pm
1 stop8h 15m
Miami
Mon 7/20
9:33 pm-11:27 pm
1 stop26h 54m
$307
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Wed 8/19
6:30 am-6:52 pm
2 stops11h 22m
Miami
Wed 8/26
5:01 pm-11:26 pm
1 stop7h 25m
$318
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Sun 8/30
5:00 am-10:56 am
1 stop4h 56m
Key West
Sun 9/6
4:58 pm-7:50 pm
Nonstop3h 52m
$319
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Thu 8/27
11:23 am-7:57 pm
1 stop7h 34m
Key West
Tue 9/1
6:15 pm-11:57 pm
1 stop6h 42m
$329
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Tue 10/6
10:34 am-5:16 pm
1 stop5h 42m
Key West
Sat 10/10
6:11 pm-11:51 pm
1 stop6h 40m
$329
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Fri 8/28
9:54 am-5:20 pm
1 stop6h 26m
Key West
Mon 8/31
6:15 pm-11:57 pm
1 stop6h 42m
$329
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Sat 8/1
11:10 am-7:18 pm
1 stop7h 08m
Miami
Tue 8/4
3:59 pm-8:55 pm
1 stop5h 56m
$366
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Wed 7/15
10:55 am-3:19 pm
Nonstop3h 24m
Key West
Sat 7/18
2:26 pm-10:06 pm
1 stop8h 40m
$379
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Sat 7/11
7:00 am-11:24 am
Nonstop3h 24m
Miami
Tue 7/14
4:10 pm-6:53 pm
Nonstop3h 43m
$385
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Tue 7/7
7:00 am-11:24 am
Nonstop3h 24m
Miami
Tue 7/14
12:30 pm-3:13 pm
Nonstop3h 43m
$385
Showing 1-10 of 39 resultsSorted by cheapest first
Best time to book a flight from O'Hare Intl to Florida Keys
Have a flexible travel schedule? Discover the best time to fly to Florida Keys from O'Hare Intl with our price prediction graph.
ORD-MIA
ORD-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 Chicago O'Hare Intl Airport to Florida Keys
ORD-zzEOA
ORD-MIA
ORD-EYW
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Florida Keys?
Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Florida Keys (average of $74). Flying from Chicago O'Hare Intl Airport to Florida Keys in July is currently the most expensive (average of $814). 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.
What is the cheapest time of day to fly from ORD to EOA?
Find hourly flight availability from O'Hare Intl to Florida Keys. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 4, 2026.
When flying from Chicago O'Hare Intl Airport to Florida Keys, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Chicago O'Hare Intl Airport to Florida Keys
Explore weekly flight availability from O'Hare Intl to Florida Keys. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 4, 2026.
The most flights from ORD to zzEOA are scheduled on a Thursday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Chicago O'Hare Intl Airport to Florida Keys?
The price you pay for your flight from Chicago O'Hare Intl Airport to Florida Keys may vary depending on when you book. For the best chance of a lower fare, look to book 40 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Florida Keys
Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated July 4, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Florida Keys by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Florida Keys. 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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Alternative routes for O'Hare Intl to Florida Keys
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Complete your trip
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Search flights from O'Hare Intl to Florida Keys by cabin class
Find flights from O'Hare Intl to Florida Keys, based on your preferred cabin class, be it economy, premium economy, business, or first class.
O'Hare Intl and Florida Keys flights
Browse other O'Hare Intl and Florida Keys flight options. Last updated on July 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from O'Hare Intl to Florida Keys
Discover the top 3 airlines that operate flights from O'Hare Intl to Florida Keys. 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 July 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$368 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$249 | Average$414 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$308 | Average$475 | FlexibilityNo cancel fee | On-time71% |