$86+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — EYW
Oct 1 — Oct 81
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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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 September 1, 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 September 1, 2026.
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:29 pm -
Nonstop3h 15m
Sat 10/1710:06 pm -
Nonstop3h 32m
Deal found 8/27![American Airlines logo]()
$171
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:35 pm -
Nonstop3h 18m
Mon 10/55:15 am -
Nonstop3h 32m
Deal found 8/27![American Airlines logo]()
$172
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
Nonstop3h 17m
Mon 10/55:15 am -
Nonstop3h 32m
Deal found 8/27![American Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:30 am -
1 stop17h 16m
Thu 10/159:47 am -
1 stop10h 09m
Deal found 8/27![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:20 am -
1 stop6h 22m
Thu 10/159:47 am -
1 stop10h 09m
Deal found 8/28![Frontier logo]()
$175
This Kissandfly.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:25 am -
Nonstop3h 25m
Mon 10/55:55 am -
1 stop19h 28m
Deal found 8/27![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:30 am -
1 stop17h 17m
Tue 10/202:47 pm -
1 stop10h 39m
Deal found 8/27![Frontier logo]()
$179
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:31 pm -
Nonstop3h 16m
Tue 10/201:00 pm -
Nonstop3h 31m
Deal found 8/27![American Airlines logo]()
$181
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:29 pm -
Nonstop3h 15m
Fri 10/168:59 pm -
Nonstop3h 34m
Deal found 8/27![American Airlines logo]()
$182
This Cheapflightsfares deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 am -
1 stop6h 33m
Tue 10/202:47 pm -
1 stop10h 39m
Deal found 8/27![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:30 am -
1 stop17h 16m
Fri 10/165:50 am -
1 stop19h 34m
Deal found 8/28![Frontier logo]()
$184
This Frontier deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:00 am -
1 stop6h 33m
Wed 10/1410:36 pm -
1 stop11h 45m
Deal found 8/27![Frontier logo]()
$185
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 September 1, 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 September 1, 2026.
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:30 am -
Nonstop3h 25m
Thu 10/154:01 pm -
Nonstop3h 31m
Deal found 8/27![United Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 8/30. 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 11/36:30 am -
1 stop5h 31m
Tue 11/102:04 pm -
1 stop7h 45m
Deal found 8/30![Delta logo]()
$397
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Fri 10/97:30 am -
Nonstop3h 25m
Tue 10/135:00 pm -
1 stop7h 27m
Deal found 8/31![United Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 8/31. 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 2/175:30 am -
1 stop6h 38m
Tue 2/236:00 pm -
1 stop5h 20m
Deal found 8/31![Delta logo]()
$496
This United Airlines deal was found by Cheapflights users on 8/29. 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 9/127:30 am -
Nonstop3h 24m
Tue 9/1511:26 am -
1 stop9h 41m
Deal found 8/29![United Airlines logo]()
$460
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:17 am -
1 stop5h 20m
Mon 9/211:12 pm -
1 stop6h 14m
Deal found 8/29![Delta logo]()
$510
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Fri 9/256:25 am -
1 stop8h 29m
Mon 9/2812:29 pm -
Nonstop3h 31m
Deal found 8/31![United Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Sat 11/216:12 pm -
Nonstop3h 19m
Sat 11/287:00 am -
Nonstop3h 34m
Deal found 8/31![United Airlines logo]()
$480
This United Airlines deal was found by Cheapflights users on 8/28. 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 10/68:50 am -
2 stops9h 02m
Sat 10/108:45 am -
1 stop7h 05m
Deal found 8/28![United Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Fri 9/111:30 pm -
1 stop9h 28m
Mon 9/1412:17 pm -
Nonstop3h 31m
Deal found 8/31![United Airlines logo]()
$495
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/71:23 pm -
1 stop5h 38m
Tue 11/102:06 pm -
2 stops8h 27m
Deal found 8/29![Delta logo]()
$699
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Sat 11/214:30 pm -
1 stop6h 28m
Fri 11/278:51 am -
Nonstop3h 34m
Deal found 8/31![United Airlines logo]()
$501
This Delta deal was found by Cheapflights users on 8/28. 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 11/310:55 am -
2 stops8h 06m
Sat 11/76:11 pm -
1 stop6h 46m
Deal found 8/28![Delta logo]()
$726
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Fri 10/3011:00 am -
Nonstop3h 29m
Sun 11/14:10 pm -
Nonstop3h 50m
Deal found 8/31![United Airlines logo]()
$559
This Delta deal was found by Cheapflights users on 8/30. 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 1/65:30 am -
1 stop6h 38m
Sun 1/107:00 am -
2 stops10h 37m
Deal found 8/30![Delta logo]()
$779
This United Airlines deal was found by Cheapflights users on 8/30. 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 10/18:50 am -
2 stops9h 02m
Sat 10/108:45 am -
1 stop7h 05m
Deal found 8/30![United Airlines logo]()
$582
This Delta deal was found by Cheapflights users on 8/28. 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.
Thu 12/107:05 am -
2 stops11h 57m
Sun 12/137:25 am -
1 stop6h 01m
Deal found 8/28![Delta logo]()
$809
This United Airlines deal was found by Cheapflights users on 8/29. 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 9/47:30 am -
Nonstop3h 24m
Mon 9/143:57 pm -
Nonstop3h 33m
Deal found 8/29![United Airlines logo]()
$583
This Delta deal was found by Cheapflights users on 8/31. 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 1/285:30 am -
1 stop6h 38m
Sun 1/317:00 am -
2 stops10h 37m
Deal found 8/31![Delta logo]()
$839
This United Airlines deal was found by Cheapflights users on 8/28. 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 11/102:21 pm -
2 stops22h 31m
Sat 11/142:50 pm -
1 stop7h 40m
Deal found 8/28![United Airlines logo]()
$622
This United Airlines deal was found by Cheapflights users on 8/31. 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.
Sat 1/168:55 am -
2 stops28h 13m
Sat 1/233:04 pm -
1 stop7h 26m
Deal found 8/31![United Airlines logo]()
$636
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/19:26 pm -
2 stops15h 07m
Wed 1/66:20 pm -
2 stops12h 40m
Deal found 8/27![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 September 1, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Florida Keys. Data last updated September 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
Nonstop3h 17m
Mon 10/55:15 am -
Nonstop3h 32m
Deal found 8/27![American Airlines logo]()
$173
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:35 pm -
Nonstop3h 18m
Mon 10/55:15 am -
Nonstop3h 32m
Deal found 8/27![American Airlines logo]()
$172
This Kissandfly.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:25 am -
Nonstop3h 25m
Mon 10/55:55 am -
1 stop19h 28m
Deal found 8/27![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:20 am -
1 stop6h 22m
Thu 10/159:47 am -
1 stop10h 09m
Deal found 8/28![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:30 am -
1 stop17h 16m
Thu 10/159:47 am -
1 stop10h 09m
Deal found 8/27![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:30 am -
1 stop17h 16m
Fri 10/165:50 am -
1 stop19h 34m
Deal found 8/28![Frontier logo]()
$184
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:29 pm -
Nonstop3h 15m
Sat 10/1710:06 pm -
Nonstop3h 32m
Deal found 8/27![American Airlines logo]()
$171
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:29 pm -
Nonstop3h 15m
Fri 10/168:59 pm -
Nonstop3h 34m
Deal found 8/27![American Airlines logo]()
$182
This Frontier deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:00 am -
1 stop6h 33m
Wed 10/1410:36 pm -
1 stop11h 45m
Deal found 8/27![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:30 am -
1 stop17h 17m
Tue 10/202:47 pm -
1 stop10h 39m
Deal found 8/27![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 am -
1 stop6h 33m
Tue 10/202:47 pm -
1 stop10h 39m
Deal found 8/27![Frontier logo]()
$183
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:31 pm -
Nonstop3h 16m
Tue 10/201:00 pm -
Nonstop3h 31m
Deal found 8/27![American Airlines logo]()
$181
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 September 1, 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 September 1, 2026.
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:12 pm -
Nonstop3h 19m
Deal found 8/27![United Airlines logo]()
$86
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/138:43 am -
Nonstop3h 12m
Deal found 8/27![American Airlines logo]()
$87
This Super.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:25 am -
1 stop11h 20m
Deal found 8/27![Frontier logo]()
$91
This Cheapflightsfares deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:25 am -
1 stop11h 20m
Deal found 8/27![Frontier logo]()
$92
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:00 pm -
Nonstop3h 15m
Deal found 8/27![American Airlines logo]()
$96
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:29 pm -
Nonstop3h 16m
Deal found 8/27![American Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/286:20 am -
1 stop6h 22m
Deal found 8/29![Frontier logo]()
$99
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:55 pm -
1 stop8h 49m
Deal found 8/27![United Airlines logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:20 am -
1 stop6h 22m
Deal found 8/27![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:25 am -
1 stop9h 34m
Deal found 8/28![Frontier logo]()
$108
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:00 pm -
1 stop6h 55m
Deal found 8/27![Delta logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:11 am -
2 stops25h 13m
Deal found 8/28![Multiple Airlines logo]()
$129
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 September 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $171 (American Airlines) |
One-way from | $86 (United Airlines) |
Popular in | July |
Cheapest in | January |
Average price | $280 |
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 7,457,451 searches. Data last updated September 1, 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 Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Fri 10/9
7:30 am-11:55 am
Nonstop3h 25m
Miami
Thu 10/15
4:01 pm-6:32 pm
Nonstop3h 31m
$343
ChicagoMiami
ORD Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Tue 11/3
6:30 am-1:01 pm
1 stop5h 31m
Miami
Tue 11/10
2:04 pm-8:49 pm
1 stop7h 45m
$397
ChicagoMiami
ORD Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Fri 10/9
7:30 am-11:55 am
Nonstop3h 25m
Miami
Tue 10/13
5:00 pm-11:27 pm
1 stop7h 27m
$415
ChicagoMiami
ORD Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Sat 9/12
7:30 am-11:54 am
Nonstop3h 24m
Miami
Tue 9/15
11:26 am-8:07 pm
1 stop9h 41m
$460
ChicagoMiami
ORD Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Fri 9/25
6:25 am-3:54 pm
1 stop8h 29m
Miami
Mon 9/28
12:29 pm-3:00 pm
Nonstop3h 31m
$471
Quickest round-trip
ChicagoMiami
ORD Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Sat 11/21
6:12 pm-10:31 pm
Nonstop3h 19m
Miami
Sat 11/28
7:00 am-9:34 am
Nonstop3h 34m
$480
ChicagoMiami
ORD Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Tue 10/6
8:50 am-6:52 pm
2 stops9h 02m
Miami
Sat 10/10
8:45 am-2:50 pm
1 stop7h 05m
$492
ChicagoMiami
ORD Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Fri 9/11
1:30 pm-11:58 pm
1 stop9h 28m
Miami
Mon 9/14
12:17 pm-2:48 pm
Nonstop3h 31m
$495
ChicagoKey West
ORD Chicago O'Hare Intl - EYW Key West
ORDEYW
Chicago O'Hare Intl
Wed 2/17
5:30 am-1:08 pm
1 stop6h 38m
Key West
Tue 2/23
6:00 pm-10:20 pm
1 stop5h 20m
$496
ChicagoMiami
ORD Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Sat 11/21
4:30 pm-11:58 pm
1 stop6h 28m
Miami
Fri 11/27
8:51 am-11:25 am
Nonstop3h 34m
$501
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, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Florida Keys (average of $243). Flying from Chicago O'Hare Intl Airport to Florida Keys in June is currently the most expensive (average of $387). 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 September 1, 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.
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 September 1, 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
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
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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O'Hare Intl and Florida Keys flights
Browse other O'Hare Intl and Florida Keys flight options. Last updated on September 1, 2026.
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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 7,457,451 searches. Data last updated September 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$196 | Average$418 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$249 | Average$410 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$304 | Average$472 | FlexibilityNo cancel fee | On-time71% |