$99+ Cheap flights from Pensacola (PNS) to Illinois
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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — ORD
Nov 25 — Dec 21
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Pensacola to Illinois with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Pensacola to Illinois
Cheapest
Best
Last-minute
One-way
Cheapest flights from Pensacola to IllinoisExplore the most affordable flight options available from Pensacola to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.
Explore the most affordable flight options available from Pensacola to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.
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 12/27:50 pm -
1 stop18h 06m
Wed 12/98:30 am -
2 stops10h 40m
Deal found 10/22![Multiple Airlines logo]()
$214
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 12/168:50 pm -
1 stop25h 59m
Thu 1/77:52 pm -
1 stop12h 06m
Deal found 10/22![Multiple Airlines logo]()
$217
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.
Thu 12/312:45 pm -
2 stops29h 18m
Mon 12/78:00 am -
1 stop24h 08m
Deal found 10/23![Multiple Airlines logo]()
$227
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.
Fri 11/205:40 pm -
1 stop7h 03m
Wed 11/255:40 am -
1 stop11h 55m
Deal found 10/25![Frontier logo]()
$228
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 12/27:50 pm -
1 stop18h 06m
Sun 12/610:37 pm -
2 stops33h 31m
Deal found 10/22![Multiple Airlines logo]()
$231
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 12/14:10 pm -
1 stop6h 35m
Sat 12/56:00 am -
1 stop6h 50m
Deal found 10/22![Southwest logo]()
$236
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.
Wed 11/253:07 pm -
1 stop9h 46m
Mon 11/305:40 am -
1 stop11h 55m
Deal found 10/21![Frontier logo]()
$238
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.
Thu 12/310:55 am -
1 stop6h 15m
Mon 12/79:55 am -
1 stop8h 15m
Deal found 10/23![Southwest logo]()
$241
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.
Wed 11/117:55 am -
1 stop5h 00m
Wed 11/1812:45 pm -
1 stop5h 25m
Deal found 10/22![Southwest logo]()
$248
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.
Wed 11/117:45 pm -
1 stop19h 52m
Sat 11/147:55 am -
1 stop11h 10m
Deal found 10/25![Multiple Airlines logo]()
$248
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:30 pm -
1 stop25h 17m
Fri 11/278:42 pm -
1 stop20h 58m
Deal found 10/25![Frontier logo]()
$250
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/233:07 pm -
1 stop9h 46m
Fri 11/275:12 pm -
1 stop24h 28m
Deal found 10/25![Frontier logo]()
$250
Best flights from Pensacola to IllinoisDiscover carefully curated flight deals from Pensacola to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
Discover carefully curated flight deals from Pensacola to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 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.
Wed 12/24:10 pm -
1 stop6h 35m
Wed 12/910:55 am -
2 stops9h 15m
Deal found 10/22![Southwest logo]()
$241
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.
Mon 11/232:22 pm -
Nonstop2h 40m
Fri 11/2710:43 am -
Nonstop2h 28m
Deal found 10/25![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.
Thu 12/314:45 pm -
1 stop6h 22m
Tue 1/55:30 am -
1 stop5h 48m
Deal found 10/24![Delta logo]()
$351
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.
Wed 11/118:20 am -
2 stops8h 47m
Wed 11/186:02 am -
2 stops8h 01m
Deal found 10/23![American Airlines logo]()
$364
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.
Tue 12/2212:45 pm -
1 stop19h 32m
Sun 12/278:13 pm -
1 stop16h 32m
Deal found 10/22![Multiple Airlines logo]()
$543
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.
Fri 1/2910:35 am -
2 stops6h 15m
Mon 2/17:50 am -
1 stop7h 20m
Deal found 10/22![Southwest logo]()
$272
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.
Thu 11/196:00 am -
1 stop4h 24m
Thu 11/264:13 pm -
1 stop5h 51m
Deal found 10/21![Delta logo]()
$359
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.
Thu 11/125:20 am -
2 stops8h 38m
Mon 11/165:00 am -
1 stop4h 55m
Deal found 10/21![American Airlines logo]()
$364
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.
Wed 12/27:55 am -
2 stops6h 35m
Sun 12/66:30 am -
2 stops7h 10m
Deal found 10/22![Southwest logo]()
$339
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.
Sat 11/72:22 pm -
Nonstop2h 40m
Sun 11/810:47 am -
Nonstop2h 28m
Deal found 10/22![United Airlines logo]()
$379
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.
Thu 11/126:00 am -
1 stop5h 26m
Mon 11/166:01 am -
1 stop6h 39m
Deal found 10/21![Delta logo]()
$359
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:54 am -
1 stop5h 13m
Tue 11/106:02 am -
2 stops8h 01m
Deal found 10/22![American Airlines logo]()
$374
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.
Sun 12/135:25 am -
1 stop4h 55m
Thu 12/175:05 am -
2 stops8h 35m
Deal found 10/22![Southwest logo]()
$354
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 11/62:22 pm -
Nonstop2h 40m
Sun 11/810:47 am -
Nonstop2h 28m
Deal found 10/25![United Airlines logo]()
$414
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 12/314:45 pm -
1 stop5h 37m
Tue 1/56:00 am -
1 stop4h 47m
Deal found 10/23![Delta logo]()
$379
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 12/37:55 am -
2 stops9h 15m
Sun 12/66:30 am -
2 stops7h 10m
Deal found 10/25![Southwest logo]()
$365
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.
Thu 11/59:24 am -
1 stop6h 20m
Mon 11/94:28 pm -
1 stop5h 36m
Deal found 10/21![Delta logo]()
$389
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.
Tue 11/242:22 pm -
Nonstop2h 40m
Mon 11/304:07 pm -
1 stop5h 33m
Deal found 10/22![United Airlines logo]()
$433
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.
Tue 11/2410:45 am -
2 stops12h 40m
Tue 12/19:55 am -
1 stop8h 15m
Deal found 10/25![Southwest logo]()
$380
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.
Wed 11/116:00 am -
1 stop5h 59m
Sat 11/144:13 pm -
1 stop4h 16m
Deal found 10/25![Delta logo]()
$399
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.
Thu 11/192:22 pm -
Nonstop2h 40m
Thu 11/2610:47 am -
Nonstop2h 29m
Deal found 10/21![United Airlines logo]()
$439
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1511:54 am -
Nonstop2h 50m
Wed 11/1811:32 am -
Nonstop2h 32m
Deal found 10/21![American Airlines logo]()
$529
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.
Wed 1/276:46 am -
2 stops8h 25m
Sat 1/3010:38 am -
2 stops10h 56m
Deal found 10/21![United Airlines logo]()
$449
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.
Wed 1/279:00 am -
2 stops12h 15m
Sat 1/3010:40 am -
2 stops10h 54m
Deal found 10/23![United Airlines logo]()
$449
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.
Wed 11/112:22 pm -
1 stop7h 00m
Tue 11/176:30 am -
1 stop6h 56m
Deal found 10/23![United Airlines logo]()
$454
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.
Fri 1/292:14 pm -
Nonstop2h 46m
Mon 2/19:18 am -
1 stop6h 44m
Deal found 10/22![United Airlines logo]()
$457
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/224:15 pm -
1 stop5h 44m
Sun 12/2711:23 am -
2 stops12h 19m
Deal found 10/22![American Airlines logo]()
$752
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.
Fri 11/62:22 pm -
1 stop6h 59m
Tue 11/106:30 am -
1 stop6h 56m
Deal found 10/22![United Airlines logo]()
$469
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.
Fri 11/610:30 am -
2 stops10h 43m
Tue 11/106:25 am -
1 stop7h 01m
Deal found 10/21![United Airlines logo]()
$474
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 11/510:30 am -
2 stops12h 29m
Sat 11/78:13 am -
2 stops11h 51m
Deal found 10/22![United Airlines logo]()
$479
Last-minute flights from Pensacola to IllinoisDiscover last-minute flight deals from Pensacola to Illinois. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Illinois. Data last updated October 26, 2026 and is based on user searches.
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.
Wed 11/117:55 am -
1 stop5h 00m
Wed 11/1812:45 pm -
1 stop5h 25m
Deal found 10/22![Southwest logo]()
$248
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.
Wed 11/117:45 pm -
1 stop19h 52m
Sat 11/147:55 am -
1 stop11h 10m
Deal found 10/25![Multiple Airlines logo]()
$248
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:14 pm -
1 stop12h 32m
Sun 11/159:51 am -
1 stop9h 28m
Deal found 10/24![Frontier logo]()
$270
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:28 pm -
1 stop8h 53m
Sun 11/156:30 am -
1 stop8h 03m
Deal found 10/23![Frontier logo]()
$260
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.
Mon 11/168:14 pm -
1 stop20h 53m
Fri 11/206:40 am -
1 stop7h 32m
Deal found 10/24![Frontier logo]()
$253
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 11/198:14 pm -
1 stop28h 29m
Thu 11/265:12 pm -
1 stop23h 33m
Deal found 10/21![Frontier logo]()
$258
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.
Fri 11/205:40 pm -
1 stop7h 03m
Wed 11/255:40 am -
1 stop11h 55m
Deal found 10/25![Frontier logo]()
$228
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 11/205:40 pm -
1 stop26h 07m
Sun 11/228:42 pm -
1 stop20h 53m
Deal found 10/21![Frontier logo]()
$273
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:30 pm -
1 stop25h 17m
Fri 11/278:42 pm -
1 stop20h 58m
Deal found 10/25![Frontier logo]()
$250
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/233:07 pm -
1 stop9h 46m
Fri 11/275:12 pm -
1 stop24h 28m
Deal found 10/25![Frontier logo]()
$250
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.
Tue 11/243:07 pm -
1 stop9h 46m
Sat 11/285:40 am -
1 stop12h 00m
Deal found 10/24![Frontier logo]()
$267
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.
Wed 11/253:07 pm -
1 stop9h 46m
Mon 11/305:40 am -
1 stop11h 55m
Deal found 10/21![Frontier logo]()
$238
One-way flights from Pensacola to IllinoisSearch for one-way flight options from Pensacola to Illinois. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
Search for one-way flight options from Pensacola to Illinois. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
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 11/187:45 pm -
1 stop19h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$99
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/213:07 pm -
1 stop9h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$100
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1910:01 pm -
1 stop21h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$104
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.
Sat 12/1910:01 pm -
1 stop18h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$104
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.
Sat 11/146:00 am -
2 stops6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$123
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.
Thu 11/193:28 pm -
1 stop8h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$123
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/153:28 pm -
1 stop8h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$128
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.
Thu 11/198:14 pm -
1 stop23h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$133
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.
Sat 11/141:25 pm -
2 stops19h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$134
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.
Mon 11/97:46 pm -
2 stops22h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$137
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.
Mon 11/97:46 pm -
2 stops46h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$138
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.
Sat 12/196:07 pm -
2 stops30h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$143
Find flight deals from Pensacola to Illinois
Keep the following information in mind while searching for Pensacola to Illinois flight deals. Data was last updated October 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $214 (Kiwi.com) |
One-way from | $99 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $419 |
Good round-trip deal | $394 or less |
Good one-way deal | $224 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Pensacola to Illinois 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 26, 2026.
Use the filters below to find and compare flights from Pensacola to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PensacolaChicago
PNS Pensacola - MDW Chicago Midway
PNSMDW
Pensacola
Sat 11/14
6:00 am-12:55 pm
2 stops6h 55m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$123
PensacolaChicago
PNS Pensacola - MDW Chicago Midway
PNSMDW
Pensacola
Thu 11/19
8:14 pm-7:47 pm
1 stop23h 33m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$133
PensacolaChicago
PNS Pensacola - ORD Chicago O'Hare Intl
PNSORD
Pensacola
Wed 11/25
11:40 am-11:18 pm
2 stops35h 38m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$156
PensacolaChicago
PNS Pensacola - MDW Chicago Midway
PNSMDW
Pensacola
Sat 11/21
5:24 pm-10:54 pm
1 stop5h 30m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$176
PensacolaChicago
PNS Pensacola - ORD Chicago O'Hare Intl
PNSORD
Pensacola
Wed 12/30
3:03 pm-12:26 am
1 stop9h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$186
PensacolaChicago
PNS Pensacola - MDW Chicago Midway
PNSMDW
Pensacola
Wed 12/30
5:59 pm-10:22 pm
1 stop4h 23m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$210
PensacolaChicago
PNS Pensacola - ORD Chicago O'Hare Intl
PNSORD
Pensacola
Fri 11/20
5:40 pm-12:53 am
2 stops31h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$215
PensacolaChicago
PNS Pensacola - MDW Chicago Midway
PNSMDW
Pensacola
Fri 1/1
7:55 am-12:55 pm
1 stop5h 00m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$219
PensacolaChicago
PNS Pensacola - ORD Chicago O'Hare Intl
PNSORD
Pensacola
Sat 12/19
2:14 pm-4:55 pm
Nonstop2h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$222
Quickest round-trip
PensacolaChicago
PNS Pensacola - ORD Chicago O'Hare Intl
PNSORD
Pensacola
Wed 11/25
2:22 pm-5:02 pm
Nonstop2h 40m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$222
Showing 1-10 of 56 resultsSorted by cheapest first
Best time to book a flight from Pensacola to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Pensacola with our price prediction graph.
PNS-MDW
PNS-ORD
PNS-PIA
PNS-BMI
PNS-MLI
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 Pensacola to Illinois
PNS-USIL
PNS-MDW
PNS-ORD
PNS-PIA
PNS-BMI
What is the cheapest month to book a flight from Pensacola to Illinois?
Currently, February is the cheapest month in which you can book a flight from Pensacola to Illinois (average of $279). Flying from Pensacola to Illinois in April is currently the most expensive (average of $446). 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 PNS to IL?
Find hourly flight availability from Pensacola to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 26, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pensacola to Illinois as you normally would.
How much does it cost to fly round-trip from Pensacola to Illinois?
Airfare is below average for this route at the moment.
Pensacola to Illinois flights typically cost between $310 and $468 in December.The cheapest round-trip price found within the last 5 days was $214 on Multiple Airlines (Dec 2-Dec 9).
How far ahead should I book a flight from Pensacola to Illinois?
The best time to book flights from Pensacola to Illinois is 60 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated October 26, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Pensacola to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Pensacola to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Pensacola to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pensacola to Illinois by cabin class
Find flights from Pensacola to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pensacola and Illinois flights
Browse other Pensacola and Illinois flight options. Last updated on October 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Pensacola to Illinois flights
Consider these flights traveling from Pensacola to Illinois.
Top 5 airlines flying from Pensacola to Illinois
Discover the top 5 airlines that operate flights from Pensacola to Illinois. 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 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$379 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$318 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$375 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$219 | Average$390 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$246 | Average$398 | FlexibilityNo cancel fee | On-time63% |