$110+ Cheap flights from Illinois to Pensacola (PNS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PNS
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Pensacola 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 Illinois to PensacolaExplore the most affordable flight options available from Illinois to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from Illinois to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/212:52 pm -
2 stops16h 46m
Thu 11/2612:45 pm -
1 stop11h 58m
Deal found 10/20![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/197:31 am -
2 stops11h 48m
Wed 11/2511:40 am -
1 stop13h 03m
Deal found 10/20![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/262:52 pm -
2 stops17h 26m
Tue 12/18:48 am -
1 stop16h 11m
Deal found 10/20![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/222:52 pm -
2 stops17h 26m
Wed 12/27:50 pm -
1 stop18h 06m
Deal found 10/20![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:40 am -
1 stop11h 55m
Thu 11/2612:45 pm -
1 stop11h 58m
Deal found 10/20![Multiple Airlines logo]()
$321
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/94:00 pm -
1 stop4h 35m
Sat 11/146:00 am -
2 stops6h 55m
Deal found 10/23![Southwest logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:52 pm -
2 stops17h 16m
Thu 12/312:45 pm -
1 stop9h 26m
Deal found 10/20![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/127:50 pm -
2 stops38h 00m
Tue 11/178:48 am -
1 stop8h 19m
Deal found 10/25![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:35 pm -
2 stops16h 30m
Wed 11/2511:40 am -
1 stop13h 03m
Deal found 10/20![Multiple Airlines logo]()
$326
This Cheapflightsfares deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 12/248:35 pm -
1 stop20h 47m
Wed 12/306:17 pm -
1 stop25h 13m
Deal found 10/22![Frontier logo]()
$327
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 10/296:30 am -
1 stop8h 03m
Sun 11/13:28 pm -
1 stop8h 53m
Deal found 10/21![Frontier logo]()
$328
This Trip.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:42 pm -
1 stop20h 58m
Mon 11/236:30 pm -
1 stop25h 17m
Deal found 10/21![Frontier logo]()
$330
Best flights from Illinois to PensacolaDiscover carefully curated flight deals from Illinois to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Illinois to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1012:45 pm -
1 stop5h 25m
Sat 12/1210:15 am -
2 stops9h 20m
Deal found 10/22![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 12/2410:39 am -
Nonstop2h 32m
Wed 12/305:15 pm -
Nonstop2h 48m
Deal found 10/22![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 11/2011:05 am -
1 stop3h 50m
Sun 11/225:40 pm -
1 stop5h 28m
Deal found 10/24![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 4/62:46 pm -
2 stops8h 59m
Wed 4/145:07 am -
2 stops9h 09m
Deal found 10/24![American Airlines logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:34 pm -
1 stop27h 45m
Sun 11/158:14 pm -
1 stop13h 34m
Deal found 10/22![Multiple Airlines logo]()
$474
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/195:25 am -
1 stop4h 50m
Tue 12/295:59 pm -
1 stop5h 07m
Deal found 10/25![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/2210:39 am -
Nonstop2h 32m
Tue 12/292:14 pm -
Nonstop2h 41m
Deal found 10/21![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:15 am -
2 stops7h 05m
Sun 12/206:20 pm -
1 stop6h 00m
Deal found 10/22![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 11/1911:05 am -
1 stop6h 03m
Sun 11/225:40 pm -
1 stop5h 28m
Deal found 10/24![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/185:30 am -
1 stop5h 42m
Mon 12/285:59 pm -
1 stop6h 03m
Deal found 10/25![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2312:45 pm -
2 stops7h 50m
Thu 11/265:15 am -
2 stops7h 20m
Deal found 10/25![Southwest logo]()
$404
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/3110:39 am -
Nonstop2h 32m
Sun 1/32:14 pm -
Nonstop2h 41m
Deal found 10/20![United Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 1/216:00 am -
1 stop4h 47m
Sun 1/2411:59 am -
1 stop4h 26m
Deal found 10/23![Delta logo]()
$355
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/73:21 pm -
2 stops8h 36m
Wed 11/1111:54 am -
1 stop6h 24m
Deal found 10/23![American Airlines logo]()
$522
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 2/156:01 am -
1 stop4h 46m
Sat 2/207:00 am -
1 stop4h 17m
Deal found 10/25![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/294:20 pm -
2 stops7h 05m
Fri 1/16:20 am -
1 stop6h 05m
Deal found 10/22![Southwest logo]()
$439
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/118:00 am -
1 stop5h 07m
Sun 12/205:15 pm -
1 stop5h 27m
Deal found 10/25![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 4/64:00 pm -
1 stop3h 42m
Wed 4/149:25 am -
1 stop5h 51m
Deal found 10/24![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 1/3010:40 am -
2 stops10h 54m
Wed 2/32:14 pm -
1 stop4h 43m
Deal found 10/23![United Airlines logo]()
$444
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 3/66:05 am -
1 stop4h 22m
Sat 3/137:16 am -
2 stops7h 25m
Deal found 10/23![American Airlines logo]()
$560
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/122:30 pm -
2 stops7h 30m
Sun 11/155:25 am -
1 stop4h 55m
Deal found 10/25![Southwest logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/258:56 am -
1 stop27h 09m
Sat 11/286:35 pm -
1 stop13h 26m
Deal found 10/21![Multiple Airlines logo]()
$625
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 2/136:01 am -
1 stop4h 46m
Tue 2/239:25 am -
1 stop5h 51m
Deal found 10/25![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/1210:45 am -
2 stops11h 14m
Sun 12/205:15 pm -
1 stop5h 27m
Deal found 10/23![United Airlines logo]()
$444
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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.
Mon 12/215:10 am -
1 stop7h 18m
Sat 12/267:11 am -
2 stops7h 21m
Deal found 10/25![American Airlines logo]()
$562
This United Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 11/1410:40 am -
2 stops9h 24m
Wed 11/252:22 pm -
1 stop7h 00m
Deal found 10/24![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/106:00 am -
1 stop5h 09m
Mon 11/166:13 pm -
1 stop4h 55m
Deal found 10/23![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 12/176:10 am -
1 stop7h 01m
Wed 1/69:00 am -
2 stops12h 44m
Deal found 10/20![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/65:09 pm -
1 stop4h 58m
Wed 11/1111:54 am -
1 stop4h 39m
Deal found 10/21![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/205:11 am -
1 stop4h 47m
Fri 11/275:20 am -
2 stops9h 11m
Deal found 10/21![American Airlines logo]()
$609
Last-minute flights from Illinois to PensacolaDiscover last-minute flight deals from Illinois to Pensacola. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Pensacola. Data last updated October 25, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 10/296:30 am -
1 stop8h 03m
Sun 11/13:28 pm -
1 stop8h 53m
Deal found 10/21![Frontier logo]()
$328
This Frontier deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 10/309:51 am -
1 stop9h 20m
Mon 11/23:28 pm -
1 stop8h 53m
Deal found 10/22![Frontier logo]()
$330
This Trip.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:30 am -
1 stop8h 03m
Sun 11/88:14 pm -
1 stop12h 32m
Deal found 10/25![Frontier logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:55 am -
1 stop11h 10m
Wed 11/1110:30 am -
2 stops22h 30m
Deal found 10/23![Multiple Airlines logo]()
$320
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/94:00 pm -
1 stop4h 35m
Sat 11/146:00 am -
2 stops6h 55m
Deal found 10/23![Southwest logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/127:50 pm -
2 stops38h 00m
Tue 11/178:48 am -
1 stop8h 19m
Deal found 10/25![Multiple Airlines logo]()
$324
This Trip.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:42 pm -
1 stop20h 58m
Mon 11/236:30 pm -
1 stop25h 17m
Deal found 10/21![Frontier logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/222:52 pm -
2 stops17h 26m
Thu 12/312:45 pm -
1 stop9h 26m
Deal found 10/20![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:52 pm -
2 stops17h 16m
Thu 12/312:45 pm -
1 stop9h 26m
Deal found 10/20![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:12 pm -
1 stop18h 53m
Tue 12/18:48 am -
1 stop16h 11m
Deal found 10/20![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/265:12 pm -
1 stop19h 33m
Thu 12/312:45 pm -
1 stop9h 26m
Deal found 10/20![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” 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 11/262:52 pm -
2 stops17h 26m
Tue 12/18:48 am -
1 stop16h 11m
Deal found 10/20![Multiple Airlines logo]()
$319
One-way flights from Illinois to PensacolaSearch for one-way flight options from Illinois to Pensacola. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Illinois to Pensacola. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Jetabroad deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:42 pm -
1 stop20h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 11/127:50 pm -
2 stops38h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:08 am -
2 stops12h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$122
This Cheapflightsfares deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 11/196:30 am -
1 stop8h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 11/126:42 pm -
2 stops39h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 1/1010:48 am -
2 stops46h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/37:00 am -
1 stop7h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/38:17 am -
2 stops24h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:45 pm -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$130
This Cheapflightsfares deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/275:40 am -
1 stop11h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$134
This Cheapflightsfares deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/216:40 am -
1 stop7h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$138
This Priceline deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:30 am -
1 stop8h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$140
Find flight deals from Illinois to Pensacola
Keep the following information in mind while searching for Illinois to Pensacola flight deals. Data was last updated October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $316 (Kiwi.com) |
One-way from | $110 (Jetabroad) |
Popular in | October |
Cheapest in | February |
Average price | $449 |
Good round-trip deal | $357 or less |
Good one-way deal | $189 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Pensacola 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 October 25, 2026.
Use the filters below to find and compare flights from Illinois to Pensacola that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Fri 11/27
5:40 am-4:45 pm
1 stop11h 05m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Sun 11/1
6:30 am-2:33 pm
1 stop8h 03m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Thu 12/3
6:49 am-11:12 am
1 stop4h 23m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$176
ChicagoPensacola
MDW Chicago Midway - PNS Pensacola
MDWPNS
Chicago Midway
Thu 11/19
1:05 pm-5:08 pm
1 stop4h 03m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$176
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Sat 12/19
5:58 am-5:27 pm
2 stops11h 29m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$194
ChicagoPensacola
MDW Chicago Midway - PNS Pensacola
MDWPNS
Chicago Midway
Wed 11/11
12:45 pm-6:10 pm
1 stop5h 25m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Wed 11/11
8:04 am-2:55 pm
1 stop6h 51m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
ChicagoPensacola
MDW Chicago Midway - PNS Pensacola
MDWPNS
Chicago Midway
Thu 11/12
5:13 pm-11:41 pm
1 stop6h 28m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Thu 11/19
1:04 pm-9:50 am
2 stops44h 46m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$206
ChicagoPensacola
MDW Chicago Midway - PNS Pensacola
MDWPNS
Chicago Midway
Sat 11/21
5:13 pm-10:13 pm
1 stop5h 00m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$210
Showing 1-10 of 57 resultsSorted by cheapest first
Best time to book a flight from Illinois to Pensacola
Have a flexible travel schedule? Discover the best time to fly to Pensacola from Illinois with our price prediction graph.
ORD-PNS
MDW-PNS
MLI-PNS
BMI-PNS
RFD-PNS
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 Illinois to Pensacola
USIL-PNS
ORD-PNS
MDW-PNS
MLI-PNS
BMI-PNS
What is the cheapest month to book a flight from Illinois to Pensacola?
Currently, February is the cheapest month in which you can book a flight from Illinois to Pensacola (average of $324). Flying from Illinois to Pensacola in October is currently the most expensive (average of $425). 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 IL to PNS?
Find hourly flight availability from Illinois to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 25, 2026.
It’s optimal to fly from Illinois to Pensacola in the evening. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the afternoon.
How much does it cost to fly round-trip from Illinois to Pensacola?
Airfare is typical for this route at the moment.
Illinois to Pensacola flights typically cost between $309 and $435 in December.The cheapest round-trip price found within the last 5 days was $319 on Multiple Airlines (Dec 19-Dec 22).
How far ahead should I book a flight from Illinois to Pensacola?
The price you pay for your flight from Illinois to Pensacola may vary depending on when you book. For the best chance of a lower fare, look to book 51 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Related info for your journey
Find useful and relevant information for your journey from Illinois to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsAtmore
Navarre
Gulf Breeze
Foley
Navarre Beach
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Illinois and Pensacola flights
Browse other Illinois and Pensacola flight options. Last updated on October 25, 2026.
Other flights to Pensacola
Explore flights to Pensacola departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Illinois to Pensacola flights
Consider these flights traveling from Illinois to Pensacola.
Top 5 airlines flying from Illinois to Pensacola
Discover the top 5 airlines that operate flights from Illinois to Pensacola. 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 October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$360 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$366 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$227 | Average$398 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$457 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$282 | Average$407 | FlexibilityNo cancel fee | On-time63% |