$102+ Cheap flights from Pensacola (PNS) to Illinois
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — ORD
Aug 22 — Aug 291
Round-trip
1 adult, Economy
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Find cheap flights from Pensacola to Illinois with Cheapflights
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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 July 23, 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 July 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Tue 8/189:15 am
PNS
- ORD
1 stop27h 35m
Multiple Airlines
Tue 8/258:05 am
ORD
- PNS
1 stop23h 41m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/2612:49 pm
PNS
- ORD
1 stop24h 01m
Multiple Airlines
Tue 9/18:05 am
ORD
- PNS
1 stop23h 41m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/1512:49 pm
PNS
- RFD
1 stop21h 58m
Multiple Airlines
Mon 8/176:26 pm
RFD
- PNS
1 stop14h 09m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:32 pm
PNS
- ORD
1 stop17h 18m
Multiple Airlines
Mon 8/318:05 am
ORD
- PNS
1 stop29h 22m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$240
This Frontier deal was found by Cheapflights users on 7/22. 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.
Thu 8/137:21 pm
PNS
- ORD
1 stop25h 31m
Frontier
Mon 8/179:57 pm
ORD
- PNS
1 stop20h 34m
Frontier
Deal found 7/22![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Fri 9/47:32 pm
PNS
- ORD
1 stop17h 18m
Multiple Airlines
Mon 9/78:05 am
ORD
- PNS
1 stop29h 22m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$250
This CheapOair deal was found by Cheapflights users on 7/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:15 pm
PNS
- ORD
1 stop22h 01m
Frontier
Tue 10/1311:06 am
ORD
- PNS
1 stop6h 58m
Frontier
Deal found 7/21![Frontier logo]()
$256
This Priceline deal was found by Cheapflights users on 7/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:59 pm
PNS
- ORD
1 stop7h 09m
Frontier
Thu 10/111:06 am
ORD
- PNS
1 stop6h 58m
Frontier
Deal found 7/20![Frontier logo]()
$258
This Super.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 9/126:59 pm
PNS
- ORD
1 stop15h 02m
Frontier
Tue 9/1511:06 am
ORD
- PNS
1 stop6h 58m
Frontier
Deal found 7/19![Frontier logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 8/198:26 am
PNS
- ORD
1 stop14h 42m
Multiple Airlines
Wed 8/265:59 pm
ORD
- PNS
1 stop21h 15m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 9/288:58 am
PNS
- STL
1 stop10h 41m
Multiple Airlines
Wed 9/3010:35 am
STL
- PNS
2 stops25h 30m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$264
This Trip.com deal was found by Cheapflights users on 7/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:59 pm
PNS
- ORD
1 stop26h 36m
Frontier
Sat 9/1911:06 am
ORD
- PNS
1 stop6h 58m
Frontier
Deal found 7/22![Frontier logo]()
$264
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 July 23, 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 July 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/1512:49 pm
PNS
- RFD
1 stop21h 58m
Multiple Airlines
Mon 8/176:26 pm
RFD
- PNS
1 stop14h 09m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Thu 9/32:20 pm
PNS
- ORD
Nonstop2h 40m
United Airlines
Mon 9/710:40 am
ORD
- PNS
Nonstop2h 29m
United Airlines
Deal found 7/23![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 7/21. 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 9/129:40 am
PNS
- MDW
1 stop4h 40m
Southwest
Sat 9/196:35 am
MDW
- PNS
1 stop3h 35m
Southwest
Deal found 7/21![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 11/46:00 am
PNS
- STL
1 stop4h 51m
Delta
Wed 11/45:28 pm
STL
- PNS
1 stop4h 40m
Delta
Deal found 7/19![Delta logo]()
$305
This American Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:59 pm
PNS
- ORD
Nonstop2h 50m
American Airlines
Fri 8/2812:00 pm
ORD
- PNS
Nonstop2h 24m
American Airlines
Deal found 7/19![American Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/157:05 am
PNS
- STL
Nonstop1h 45m
Southwest
Sat 8/224:15 pm
STL
- PNS
Nonstop1h 45m
Southwest
Deal found 7/18![Southwest logo]()
$295
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 9/125:18 pm
PNS
- ORD
Nonstop2h 42m
United Airlines
Tue 9/1510:40 am
ORD
- PNS
Nonstop2h 29m
United Airlines
Deal found 7/19![United Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 7/22. 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 9/167:55 am
PNS
- MDW
2 stops7h 30m
Southwest
Wed 9/232:00 pm
MDW
- PNS
1 stop3h 35m
Southwest
Deal found 7/22![Southwest logo]()
$298
This Delta deal was found by Cheapflights users on 7/23. 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 8/138:06 am
PNS
- MDW
1 stop3h 45m
Delta
Mon 8/175:10 pm
MDW
- PNS
1 stop6h 34m
Delta
Deal found 7/23![Delta logo]()
$348
This Southwest deal was found by Cheapflights users on 7/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:15 pm
PNS
- STL
Nonstop1h 45m
Southwest
Mon 8/245:45 am
STL
- PNS
1 stop6h 45m
Southwest
Deal found 7/20![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 7/23. 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.
Tue 11/36:25 am
PNS
- STL
1 stop6h 45m
Southwest
Wed 11/118:30 am
STL
- PNS
2 stops7h 00m
Southwest
Deal found 7/23![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 7/22. 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 10/84:18 pm
PNS
- ORD
Nonstop2h 42m
United Airlines
Sun 10/1110:45 am
ORD
- PNS
Nonstop2h 29m
United Airlines
Deal found 7/22![United Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 7/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/91:59 pm
PNS
- ORD
1 stop7h 11m
Delta
Tue 11/247:55 pm
ORD
- PNS
1 stop12h 48m
Delta
Deal found 7/20![Delta logo]()
$381
This Southwest deal was found by Cheapflights users on 7/22. 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 8/132:40 pm
PNS
- MDW
2 stops8h 40m
Southwest
Mon 8/177:55 am
MDW
- PNS
1 stop4h 15m
Southwest
Deal found 7/22![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:20 pm
PNS
- ORD
Nonstop2h 40m
United Airlines
Mon 8/3110:40 am
ORD
- PNS
Nonstop2h 29m
United Airlines
Deal found 7/19![United Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 7/21. 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 8/229:40 am
PNS
- STL
2 stops5h 45m
Southwest
Wed 8/2610:45 am
STL
- PNS
2 stops7h 50m
Southwest
Deal found 7/21![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 7/20. 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.
Sat 12/51:56 pm
PNS
- PIA
1 stop7h 04m
United Airlines
Wed 12/97:00 am
PIA
- PNS
1 stop5h 54m
United Airlines
Deal found 7/20![United Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 10/1610:30 am
PNS
- STL
Nonstop1h 50m
Southwest
Mon 10/1910:20 am
STL
- PNS
Nonstop1h 40m
Southwest
Deal found 7/18![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 7/20. 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.
Tue 8/112:20 pm
PNS
- ORD
Nonstop2h 40m
United Airlines
Thu 8/1310:40 am
ORD
- PNS
Nonstop2h 29m
United Airlines
Deal found 7/20![United Airlines logo]()
$393
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 9/129:40 am
PNS
- MDW
1 stop4h 40m
Southwest
Tue 9/152:00 pm
MDW
- PNS
1 stop3h 35m
Southwest
Deal found 7/19![Southwest logo]()
$324
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 12/25:34 pm
PNS
- MLI
1 stop6h 40m
United Airlines
Sat 12/51:00 pm
MLI
- PNS
2 stops9h 06m
United Airlines
Deal found 7/18![United Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 10/204:18 pm
PNS
- ORD
Nonstop2h 42m
United Airlines
Mon 10/262:22 pm
ORD
- PNS
1 stop7h 44m
United Airlines
Deal found 7/18![United Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 9/510:50 am
PNS
- MDW
1 stop5h 05m
Southwest
Sun 9/67:45 am
MDW
- PNS
2 stops9h 15m
Southwest
Deal found 7/18![Southwest logo]()
$341
This United Airlines deal was found by Cheapflights users on 7/22. 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 12/51:56 pm
PNS
- MLI
1 stop7h 02m
United Airlines
Wed 12/98:10 am
MLI
- PNS
1 stop4h 44m
United Airlines
Deal found 7/22![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 7/21. 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.
Sun 8/304:05 pm
PNS
- STL
1 stop7h 20m
Southwest
Sun 9/63:15 pm
STL
- PNS
Nonstop1h 45m
Southwest
Deal found 7/21![Southwest logo]()
$345
This Southwest deal was found by Cheapflights users on 7/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:10 pm
PNS
- STL
Nonstop1h 45m
Southwest
Sun 8/239:45 am
STL
- PNS
1 stop8h 20m
Southwest
Deal found 7/20![Southwest logo]()
$354
This United Airlines deal was found by Cheapflights users on 7/21. 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.
Sat 10/104:18 pm
PNS
- ORD
Nonstop2h 42m
United Airlines
Tue 10/1311:05 am
ORD
- PNS
Nonstop2h 29m
United Airlines
Deal found 7/21![United Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 7/21. 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 9/42:20 pm
PNS
- ORD
Nonstop2h 40m
United Airlines
Sun 9/1310:40 am
ORD
- PNS
Nonstop2h 29m
United Airlines
Deal found 7/21![United Airlines logo]()
$447
This Southwest deal was found by Cheapflights users on 7/22. 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 10/86:05 pm
PNS
- MDW
2 stops7h 00m
Southwest
Sun 10/115:00 am
MDW
- PNS
1 stop5h 25m
Southwest
Deal found 7/22![Southwest logo]()
$387
This United Airlines deal was found by Cheapflights users on 7/22. 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 10/154:18 pm
PNS
- PAH
1 stop21h 14m
United Airlines
Mon 10/192:23 pm
PAH
- PNS
1 stop7h 47m
United Airlines
Deal found 7/22![United Airlines logo]()
$467
Last-minute flights from Pensacola to IllinoisDiscover last-minute flight deals from Pensacola to Illinois. Data last updated July 23, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Illinois. Data last updated July 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Sun 8/94:04 pm
PNS
- STL
1 stop7h 55m
Multiple Airlines
Wed 8/124:57 pm
STL
- PNS
2 stops21h 57m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$280
This Frontier deal was found by Cheapflights users on 7/22. 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.
Thu 8/137:21 pm
PNS
- ORD
1 stop25h 31m
Frontier
Mon 8/179:57 pm
ORD
- PNS
1 stop20h 34m
Frontier
Deal found 7/22![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Thu 8/134:04 pm
PNS
- STL
1 stop7h 55m
Frontier
Sun 8/236:17 pm
STL
- PNS
2 stops20h 57m
Frontier
Deal found 7/22![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/1512:49 pm
PNS
- RFD
1 stop21h 58m
Multiple Airlines
Mon 8/176:26 pm
RFD
- PNS
1 stop14h 09m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/158:26 am
PNS
- ORD
1 stop14h 44m
Multiple Airlines
Sat 8/225:59 pm
ORD
- PNS
1 stop21h 15m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Tue 8/189:15 am
PNS
- ORD
1 stop27h 35m
Multiple Airlines
Tue 8/258:05 am
ORD
- PNS
1 stop23h 41m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 8/198:26 am
PNS
- ORD
1 stop14h 42m
Multiple Airlines
Wed 8/265:59 pm
ORD
- PNS
1 stop21h 15m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$263
This Southwest deal was found by Cheapflights users on 7/21. 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 8/227:05 am
PNS
- STL
Nonstop1h 45m
Southwest
Wed 8/263:50 pm
STL
- PNS
Nonstop1h 45m
Southwest
Deal found 7/21![Southwest logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/2612:49 pm
PNS
- ORD
1 stop24h 01m
Multiple Airlines
Tue 9/18:05 am
ORD
- PNS
1 stop23h 41m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:32 pm
PNS
- ORD
1 stop17h 18m
Multiple Airlines
Mon 8/318:05 am
ORD
- PNS
1 stop29h 22m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/317:32 pm
PNS
- ORD
1 stop17h 18m
Multiple Airlines
Thu 10/12:03 pm
ORD
- PNS
2 stops22h 42m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$256
This Priceline deal was found by Cheapflights users on 7/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:59 pm
PNS
- ORD
1 stop7h 09m
Frontier
Thu 10/111:06 am
ORD
- PNS
1 stop6h 58m
Frontier
Deal found 7/20![Frontier logo]()
$258
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 July 23, 2026.
Search for one-way flight options from Pensacola to Illinois. Find affordable one-way fares based on user searches. Data last updated July 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/208:48 am
PNS
- STL
2 stops24h 52m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/213:15 pm
PNS
- STL
2 stops18h 25m
Frontier
Deal found 7/22![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/247:32 pm
PNS
- ORD
1 stop17h 18m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 8/198:26 am
PNS
- STL
2 stops32h 56m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Tue 8/259:15 am
PNS
- ORD
1 stop27h 35m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$107
This Priceline deal was found by Cheapflights users on 7/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/114:41 pm
PNS
- STL
1 stop7h 18m
Frontier
Deal found 7/20![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Mon 10/195:30 pm
PNS
- STL
2 stops16h 10m
Frontier
Deal found 7/22![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Thu 8/203:59 pm
PNS
- STL
2 stops25h 23m
Frontier
Deal found 7/22![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Tue 8/189:15 am
PNS
- ORD
1 stop27h 35m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/228:26 am
PNS
- STL
2 stops32h 56m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/217:35 pm
PNS
- ORD
1 stop19h 51m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 9/191:25 pm
PNS
- STL
2 stops20h 15m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$119
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 July 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Kiwi.com) |
One-way from | $102 (Kiwi.com) |
Popular in | July |
Cheapest in | November |
Average price | $436 |
Good round-trip deal | $383 or less |
Good one-way deal | $209 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 2,558,603 searches. Data last updated July 23, 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 - RFD
PNSRFD
Pensacola
Sat 8/15
12:49 pm-10:47 am
1 stop21h 58m
Chicago Greater Rockford
Mon 8/17
6:26 pm-8:35 am
1 stop14h 09m
$237
PensacolaChicago
PNS - ORD
PNSORD
Pensacola
Thu 9/3
2:20 pm-5:00 pm
Nonstop2h 40m
Chicago O'Hare Intl
Mon 9/7
10:40 am-1:09 pm
Nonstop2h 29m
$277
PensacolaChicago
PNS - MDW
PNSMDW
Pensacola
Sat 9/12
9:40 am-2:20 pm
1 stop4h 40m
Chicago Midway
Sat 9/19
6:35 am-10:10 am
1 stop3h 35m
$292
Quickest round-trip
PensacolaSt. Louis
PNS - STL
PNSSTL
Pensacola
Sat 8/15
7:05 am-8:50 am
Nonstop1h 45m
Lambert-St Louis
Sat 8/22
4:15 pm-6:00 pm
Nonstop1h 45m
$295
PensacolaChicago
PNS - MDW
PNSMDW
Pensacola
Wed 9/16
7:55 am-3:25 pm
2 stops7h 30m
Chicago Midway
Wed 9/23
2:00 pm-5:35 pm
1 stop3h 35m
$298
PensacolaSt. Louis
PNS - STL
PNSSTL
Pensacola
Tue 8/18
6:15 pm-8:00 pm
Nonstop1h 45m
Lambert-St Louis
Mon 8/24
5:45 am-12:30 pm
1 stop6h 45m
$300
PensacolaSt. Louis
PNS - STL
PNSSTL
Pensacola
Tue 11/3
6:25 am-1:10 pm
1 stop6h 45m
Lambert-St Louis
Wed 11/11
8:30 am-3:30 pm
2 stops7h 00m
$302
PensacolaChicago
PNS - MDW
PNSMDW
Pensacola
Thu 8/13
2:40 pm-11:20 pm
2 stops8h 40m
Chicago Midway
Mon 8/17
7:55 am-12:10 pm
1 stop4h 15m
$302
PensacolaSt. Louis
PNS - STL
PNSSTL
Pensacola
Wed 11/4
6:00 am-10:51 am
1 stop4h 51m
Lambert-St Louis
Wed 11/4
5:28 pm-10:08 pm
1 stop4h 40m
$305
PensacolaSt. Louis
PNS - STL
PNSSTL
Pensacola
Sat 8/22
9:40 am-3:25 pm
2 stops5h 45m
Lambert-St Louis
Wed 8/26
10:45 am-6:35 pm
2 stops7h 50m
$307
Showing 1-10 of 60 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-ORD
PNS-RFD
PNS-STL
PNS-MDW
PNS-PIA
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-ORD
PNS-RFD
PNS-STL
PNS-MDW
What is the cheapest month to book a flight from Pensacola to Illinois?
Currently, November is the cheapest month in which you can book a flight from Pensacola to Illinois (average of $281). Flying from Pensacola to Illinois in June is currently the most expensive (average of $408). 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 July 23, 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.
Weekly flight availability from Pensacola to Illinois
Explore weekly flight availability from Pensacola to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 23, 2026.
The most flights from PNS to USIL are scheduled on a Tuesday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).
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 $275 and $436 in August.The cheapest round-trip price found within the last 5 days was $217 on Multiple Airlines (Aug 18-Aug 25).
How far ahead should I book a flight from Pensacola to Illinois?
The best time to book flights from Pensacola to Illinois is 83 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 July 23, 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.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
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.
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Alternative routes for Pensacola to Illinois
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Complete your trip
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Pensacola and Illinois flights
Browse other Pensacola and Illinois flight options. Last updated on July 23, 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 4 airlines flying from Pensacola to Illinois
Discover the top 4 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 2,558,603 searches. Data last updated July 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$335 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$335 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$209 | Average$329 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$237 | Average$397 | FlexibilityNo cancel fee | On-time63% |