$101+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — EYW
Jul 2 — Jul 91
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 June 2, 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 June 2, 2026.
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:59 am
ORD
- MIA
Nonstop3h 13m
American Airlines
Wed 7/228:54 pm
MIA
- ORD
Nonstop3h 36m
American Airlines
Deal found 5/28![American Airlines logo]()
$200
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:00 am
ORD
- MIA
Nonstop3h 09m
American Airlines
Wed 7/88:54 pm
MIA
- ORD
Nonstop3h 36m
American Airlines
Deal found 5/28![American Airlines logo]()
$201
This United Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:00 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Wed 8/125:01 pm
MIA
- ORD
1 stop8h 58m
United Airlines
Deal found 5/28![United Airlines logo]()
$211
This United Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:30 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Tue 9/13:57 pm
MIA
- ORD
Nonstop3h 33m
United Airlines
Deal found 5/28![United Airlines logo]()
$213
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/113:31 pm
ORD
- MIA
1 stop5h 03m
Delta
Wed 8/122:08 pm
MIA
- ORD
1 stop5h 41m
Delta
Deal found 5/29![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:55 am
ORD
- MIA
1 stop7h 51m
United Airlines
Mon 9/2112:17 pm
MIA
- ORD
Nonstop3h 31m
United Airlines
Deal found 5/28![United Airlines logo]()
$219
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/711:30 am
ORD
- MIA
1 stop6h 48m
Delta
Wed 7/812:05 pm
MIA
- ORD
1 stop7h 40m
Delta
Deal found 5/28![Delta logo]()
$221
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:10 am
ORD
- MIA
1 stop5h 12m
Delta
Sat 9/126:00 am
MIA
- ORD
1 stop7h 08m
Delta
Deal found 5/29![Delta logo]()
$222
This American Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:59 pm
ORD
- MIA
Nonstop3h 18m
American Airlines
Sat 8/225:00 am
MIA
- ORD
Nonstop3h 34m
American Airlines
Deal found 5/29![American Airlines logo]()
$225
This Delta deal was found by Cheapflights users on 5/30. 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.
Sat 8/156:25 pm
ORD
- MIA
1 stop5h 22m
Delta
Sat 8/226:00 am
MIA
- ORD
1 stop7h 40m
Delta
Deal found 5/30![Delta logo]()
$227
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:05 am
ORD
- MIA
1 stop5h 48m
Frontier
Tue 7/1411:19 am
MIA
- ORD
1 stop9h 34m
Frontier
Deal found 5/29![Frontier logo]()
$228
This American Airlines deal was found by Cheapflights users on 5/30. 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 8/1311:59 am
ORD
- EYW
Nonstop3h 19m
American Airlines
Mon 8/178:09 pm
EYW
- ORD
1 stop5h 21m
American Airlines
Deal found 5/30![American Airlines logo]()
$319
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 June 2, 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 June 2, 2026.
This United Airlines deal was found by Cheapflights users on 5/29. 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.
Tue 6/3010:35 am
ORD
- MIA
Nonstop3h 25m
United Airlines
Wed 7/84:53 pm
MIA
- ORD
1 stop8h 52m
United Airlines
Deal found 5/29![United Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 5/31. 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 9/236:25 pm
ORD
- MIA
1 stop5h 30m
Delta
Sat 9/267:10 am
MIA
- ORD
1 stop6h 30m
Delta
Deal found 5/31![Delta logo]()
$273
This United Airlines deal was found by Cheapflights users on 5/29. 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.
Sat 11/76:08 pm
ORD
- MIA
Nonstop3h 09m
United Airlines
Sat 11/148:00 am
MIA
- ORD
1 stop7h 35m
United Airlines
Deal found 5/29![United Airlines logo]()
$277
This United Airlines deal was found by Cheapflights users on 5/29. 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.
Sat 7/47:00 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Tue 7/74:53 pm
MIA
- ORD
1 stop8h 52m
United Airlines
Deal found 5/29![United Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:33 am
ORD
- EYW
1 stop5h 47m
Delta
Sat 8/157:40 am
EYW
- ORD
1 stop8h 08m
Delta
Deal found 5/28![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:32 am
ORD
- MIA
Nonstop3h 22m
United Airlines
Thu 9/33:57 pm
MIA
- ORD
Nonstop3h 33m
United Airlines
Deal found 5/28![United Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/185:30 am
ORD
- MIA
1 stop6h 26m
Delta
Sun 11/226:00 am
MIA
- ORD
1 stop5h 07m
Delta
Deal found 5/29![Delta logo]()
$360
This United Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:30 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Thu 8/275:01 pm
MIA
- ORD
1 stop8h 58m
United Airlines
Deal found 5/28![United Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 6/1. 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.
Wed 6/106:35 am
ORD
- EYW
1 stop5h 53m
Delta
Wed 6/246:24 pm
EYW
- ORD
1 stop6h 35m
Delta
Deal found 6/1![Delta logo]()
$395
This United Airlines deal was found by Cheapflights users on 6/1. 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 8/177:30 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Fri 8/215:01 pm
MIA
- ORD
1 stop8h 58m
United Airlines
Deal found 6/1![United Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 6/1. 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.
Mon 6/86:35 am
ORD
- EYW
1 stop5h 53m
Delta
Tue 6/236:24 pm
EYW
- ORD
1 stop6h 35m
Delta
Deal found 6/1![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 5/31. 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 9/2110:32 am
ORD
- MIA
Nonstop3h 22m
United Airlines
Tue 9/291:20 pm
MIA
- ORD
1 stop6h 21m
United Airlines
Deal found 5/31![United Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1511:10 am
ORD
- MIA
1 stop5h 08m
Delta
Sat 11/218:05 am
MIA
- ORD
1 stop5h 32m
Delta
Deal found 5/28![Delta logo]()
$445
This United Airlines deal was found by Cheapflights users on 5/31. 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 6/1710:40 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Sun 6/215:39 pm
MIA
- ORD
Nonstop3h 43m
United Airlines
Deal found 5/31![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 5/30. 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.
Mon 6/225:30 am
ORD
- EYW
1 stop6h 58m
Delta
Tue 6/302:38 pm
EYW
- ORD
1 stop6h 54m
Delta
Deal found 5/30![Delta logo]()
$519
This United Airlines deal was found by Cheapflights users on 5/30. 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.
Thu 6/256:05 pm
ORD
- MIA
Nonstop3h 22m
United Airlines
Mon 6/294:12 pm
MIA
- ORD
Nonstop3h 45m
United Airlines
Deal found 5/30![United Airlines logo]()
$436
This Delta deal was found by Cheapflights users on 5/31. 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 8/255:28 am
ORD
- EYW
1 stop6h 32m
Delta
Fri 8/286:15 pm
EYW
- ORD
1 stop6h 47m
Delta
Deal found 5/31![Delta logo]()
$587
This Delta deal was found by Cheapflights users on 5/31. 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 8/139:54 am
ORD
- EYW
1 stop6h 26m
Delta
Tue 8/187:40 am
EYW
- ORD
2 stops9h 44m
Delta
Deal found 5/31![Delta logo]()
$634
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1611:23 am
ORD
- EYW
1 stop5h 04m
Delta
Fri 6/196:24 pm
EYW
- ORD
1 stop6h 35m
Delta
Deal found 5/29![Delta logo]()
$672
This Delta deal was found by Cheapflights users on 6/1. 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 7/308:52 am
ORD
- EYW
2 stops10h 04m
Delta
Thu 8/61:57 pm
EYW
- ORD
1 stop7h 53m
Delta
Deal found 6/1![Delta logo]()
$684
This United Airlines deal was found by Cheapflights users on 6/1. 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 6/1010:45 am
ORD
- EYW
Nonstop3h 24m
United Airlines
Mon 6/223:55 pm
EYW
- ORD
Nonstop3h 55m
United Airlines
Deal found 6/1![United Airlines logo]()
$762
This United Airlines deal was found by Cheapflights users on 6/1. 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 6/1010:45 am
ORD
- EYW
Nonstop3h 24m
United Airlines
Thu 6/254:00 pm
EYW
- ORD
Nonstop3h 55m
United Airlines
Deal found 6/1![United Airlines logo]()
$762
Last-minute flights from O'Hare Intl to Florida KeysDiscover last-minute flight deals from O'Hare Intl to Florida Keys. Data last updated June 2, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Florida Keys. Data last updated June 2, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 5/30. 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.
Wed 6/246:55 am
ORD
- MIA
1 stop8h 36m
Frontier
Tue 7/711:19 am
MIA
- ORD
1 stop9h 34m
Frontier
Deal found 5/30![Frontier logo]()
$230
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/247:00 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Tue 6/305:40 pm
MIA
- ORD
Nonstop3h 41m
United Airlines
Deal found 5/29![United Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Sat 6/2711:16 am
ORD
- EYW
Nonstop3h 25m
American Airlines
Sat 7/47:55 pm
EYW
- ORD
1 stop5h 31m
American Airlines
Deal found 5/30![American Airlines logo]()
$319
This Mytrip deal was found by Cheapflights users on 5/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:55 am
ORD
- MIA
1 stop5h 54m
Frontier
Tue 7/710:15 pm
MIA
- ORD
1 stop32h 22m
Frontier
Deal found 5/30![Frontier logo]()
$231
This Frontier deal was found by Cheapflights users on 5/31. 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.
Wed 7/11:29 pm
ORD
- MIA
1 stop8h 34m
Frontier
Wed 7/156:50 am
MIA
- ORD
1 stop10h 18m
Frontier
Deal found 5/31![Frontier logo]()
$232
This American Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:59 am
ORD
- MIA
Nonstop3h 13m
American Airlines
Wed 7/156:40 am
MIA
- ORD
Nonstop3h 28m
American Airlines
Deal found 5/29![American Airlines logo]()
$240
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:00 am
ORD
- MIA
Nonstop3h 09m
American Airlines
Wed 7/88:54 pm
MIA
- ORD
Nonstop3h 36m
American Airlines
Deal found 5/28![American Airlines logo]()
$201
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/711:30 am
ORD
- MIA
1 stop6h 48m
Delta
Wed 7/812:05 pm
MIA
- ORD
1 stop7h 40m
Delta
Deal found 5/28![Delta logo]()
$221
This Super.com deal was found by Cheapflights users on 5/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:05 am
ORD
- MIA
1 stop5h 48m
Frontier
Tue 7/1411:19 am
MIA
- ORD
1 stop9h 34m
Frontier
Deal found 5/30![Frontier logo]()
$228
This United Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:33 am
ORD
- MIA
Nonstop3h 24m
United Airlines
Wed 7/88:48 am
MIA
- ORD
1 stop6h 55m
United Airlines
Deal found 5/28![United Airlines logo]()
$238
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:59 am
ORD
- MIA
Nonstop3h 13m
American Airlines
Wed 7/228:54 pm
MIA
- ORD
Nonstop3h 36m
American Airlines
Deal found 5/28![American Airlines logo]()
$200
This Frontier deal was found by Cheapflights users on 5/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:05 am
ORD
- MIA
1 stop8h 28m
Frontier
Tue 7/286:50 am
MIA
- ORD
1 stop10h 18m
Frontier
Deal found 5/29![Frontier logo]()
$229
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 June 2, 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 June 2, 2026.
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:59 pm
ORD
- MIA
Nonstop3h 21m
American Airlines
Deal found 5/28![American Airlines logo]()
$101
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:10 am
ORD
- MIA
Nonstop3h 10m
American Airlines
Deal found 5/28![American Airlines logo]()
$103
This Delta deal was found by Cheapflights users on 5/30. 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.
Wed 8/126:25 pm
ORD
- MIA
1 stop5h 22m
Delta
Deal found 5/30![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:30 am
ORD
- MIA
1 stop5h 34m
Delta
Deal found 5/28![Delta logo]()
$111
This iWofly deal was found by Cheapflights users on 5/29. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/221:50 pm
ORD
- MIA
1 stop8h 15m
Frontier
Deal found 5/29![Frontier logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:55 am
ORD
- MIA
1 stop5h 54m
Frontier
Deal found 5/29![Frontier logo]()
$113
This Delta deal was found by Cheapflights users on 5/30. 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.
Sat 8/151:50 pm
ORD
- MIA
1 stop6h 13m
Delta
Deal found 5/30![Delta logo]()
$114
This Frontier deal was found by Cheapflights users on 5/30. 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 10/139:20 am
ORD
- MIA
1 stop8h 02m
Frontier
Deal found 5/30![Frontier logo]()
$115
This Mytrip deal was found by Cheapflights users on 6/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:55 am
ORD
- MIA
1 stop5h 54m
Frontier
Deal found 6/1![Frontier logo]()
$116
This Cheapflightsfares deal was found by Cheapflights users on 6/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/231:29 pm
ORD
- MIA
1 stop8h 34m
Frontier
Deal found 6/2![Frontier logo]()
$119
This United Airlines deal was found by Cheapflights users on 5/31. 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 6/246:05 pm
ORD
- MIA
Nonstop3h 22m
United Airlines
Deal found 5/31![United Airlines logo]()
$120
This Frontier deal was found by Cheapflights users on 5/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:30 am
ORD
- MIA
1 stop10h 42m
Frontier
Deal found 5/29![Frontier logo]()
$121
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 June 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $200 (American Airlines) |
One-way from | $101 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $324 |
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 June 2, 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
Tue 6/30
10:35 am-3:00 pm
Nonstop3h 25m
Miami
Wed 7/8
4:53 pm-12:45 am
1 stop8h 52m
$249
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Wed 9/23
6:25 pm-12:55 am
1 stop5h 30m
Miami
Sat 9/26
7:10 am-12:40 pm
1 stop6h 30m
$273
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Sat 11/7
6:08 pm-10:17 pm
Nonstop3h 09m
Miami
Sat 11/14
8:00 am-2:35 pm
1 stop7h 35m
$277
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Sat 7/4
7:00 am-11:24 am
Nonstop3h 24m
Miami
Tue 7/7
4:53 pm-12:45 am
1 stop8h 52m
$288
Quickest round-trip
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Wed 8/26
10:32 am-2:54 pm
Nonstop3h 22m
Miami
Thu 9/3
3:57 pm-6:30 pm
Nonstop3h 33m
$303
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Fri 8/21
7:30 am-11:54 am
Nonstop3h 24m
Miami
Thu 8/27
5:01 pm-12:59 am
1 stop8h 58m
$324
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Tue 8/11
10:33 am-5:20 pm
1 stop5h 47m
Key West
Sat 8/15
7:40 am-2:48 pm
1 stop8h 08m
$329
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Mon 8/17
7:30 am-11:54 am
Nonstop3h 24m
Miami
Fri 8/21
5:01 pm-12:59 am
1 stop8h 58m
$345
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Mon 9/21
10:32 am-2:54 pm
Nonstop3h 22m
Miami
Tue 9/29
1:20 pm-6:41 pm
1 stop6h 21m
$353
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
Wed 11/18
5:30 am-12:56 pm
1 stop6h 26m
Miami
Sun 11/22
6:00 am-10:07 am
1 stop5h 07m
$360
Showing 1-10 of 41 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 $72). Flying from Chicago O'Hare Intl Airport to Florida Keys in July is currently the most expensive (average of $636). 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 June 2, 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 June 2, 2026.
The most flights from ORD to zzEOA are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, 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 June 2, 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.
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Spirit Airlines
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.8
Crew
8.5
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
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O'Hare Intl and Florida Keys flights
Browse other O'Hare Intl and Florida Keys flight options. Last updated on June 2, 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 June 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$360 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$249 | Average$414 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$308 | Average$481 | FlexibilityNo cancel fee | On-time71% |