$82+ Cheap flights from Illinois to Pensacola (PNS)
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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PNS
May 23 — May 301
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Pensacola with Cheapflights
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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 April 23, 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 April 23, 2026.
This Delta deal was found by Cheapflights users on 4/23. 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 6/27:05 am
STL
- PNS
1 stop3h 34m
Delta
Wed 6/36:00 am
PNS
- STL
1 stop3h 44m
Delta
Deal found 4/23![Delta logo]()
$201
This Southwest deal was found by Cheapflights users on 4/23. 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 6/212:40 pm
STL
- PNS
2 stops7h 40m
Southwest
Wed 6/36:15 am
PNS
- STL
1 stop6h 10m
Southwest
Deal found 4/23![Southwest logo]()
$206
This Southwest deal was found by Cheapflights users on 4/22. 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 9/96:30 am
STL
- PNS
2 stops7h 35m
Southwest
Wed 9/167:55 am
PNS
- STL
2 stops8h 30m
Southwest
Deal found 4/22![Southwest logo]()
$211
This Delta deal was found by Cheapflights users on 4/21. 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.
Mon 6/15:20 pm
STL
- PNS
1 stop6h 10m
Delta
Tue 6/99:23 am
PNS
- STL
1 stop6h 54m
Delta
Deal found 4/21![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 4/22. 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 9/96:30 am
STL
- PNS
2 stops7h 35m
Southwest
Sat 9/199:40 am
PNS
- STL
1 stop7h 10m
Southwest
Deal found 4/22![Southwest logo]()
$224
This Southwest deal was found by Cheapflights users on 4/22. 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 6/32:30 pm
STL
- PNS
1 stop4h 30m
Southwest
Wed 6/106:40 pm
PNS
- STL
Nonstop1h 50m
Southwest
Deal found 4/22![Southwest logo]()
$231
This Delta deal was found by Cheapflights users on 4/20. 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.
Sat 5/237:05 pm
STL
- PNS
1 stop4h 11m
Delta
Sat 5/308:05 am
PNS
- STL
1 stop6h 43m
Delta
Deal found 4/20![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 4/21. 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 8/149:00 am
STL
- PNS
1 stop5h 22m
Delta
Wed 8/198:00 am
PNS
- STL
1 stop4h 53m
Delta
Deal found 4/21![Delta logo]()
$238
This Southwest deal was found by Cheapflights users on 4/21. 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 9/126:50 am
STL
- PNS
1 stop5h 00m
Southwest
Sat 9/1910:35 am
PNS
- STL
2 stops8h 30m
Southwest
Deal found 4/21![Southwest logo]()
$244
This Southwest deal was found by Cheapflights users on 4/21. 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.
Mon 6/11:45 pm
STL
- PNS
2 stops5h 50m
Southwest
Tue 6/95:30 pm
PNS
- STL
1 stop5h 30m
Southwest
Deal found 4/21![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 4/20. 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.
Thu 6/46:23 am
MDW
- PNS
1 stop4h 16m
Delta
Tue 6/97:00 am
PNS
- MDW
1 stop5h 00m
Delta
Deal found 4/20![Delta logo]()
$281
This Delta deal was found by Cheapflights users on 4/21. 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 5/282:59 pm
ORD
- PNS
1 stop5h 03m
Delta
Tue 6/24:35 pm
PNS
- ORD
1 stop5h 52m
Delta
Deal found 4/21![Delta logo]()
$281
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 April 23, 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 April 23, 2026.
This Delta deal was found by Cheapflights users on 4/21. 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.
Mon 6/15:20 pm
STL
- PNS
1 stop6h 10m
Delta
Tue 6/99:23 am
PNS
- STL
1 stop6h 54m
Delta
Deal found 4/21![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 4/20. 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.
Sat 8/156:45 am
MDW
- PNS
2 stops9h 30m
Southwest
Sat 8/229:40 am
PNS
- MDW
1 stop9h 30m
Southwest
Deal found 4/20![Southwest logo]()
$290
This CheapOair deal was found by Cheapflights users on 4/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:26 pm
ORD
- PNS
1 stop22h 43m
Spirit Airlines
Fri 6/265:15 pm
PNS
- ORD
1 stop5h 53m
Spirit Airlines
Deal found 4/18![Spirit Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/34:13 pm
EVV
- PNS
1 stop23h 40m
Multiple Airlines
Fri 5/84:48 pm
PNS
- EVV
1 stop23h 01m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 4/19. 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 5/53:09 pm
CMI
- PNS
1 stop7h 16m
American Airlines
Sat 5/911:05 am
PNS
- CMI
2 stops9h 52m
American Airlines
Deal found 4/19![American Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/810:40 am
ORD
- PNS
Nonstop2h 29m
United Airlines
Mon 5/1110:21 am
PNS
- ORD
Nonstop2h 54m
United Airlines
Deal found 4/21![United Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 4/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:01 pm
STL
- PNS
1 stop4h 29m
Delta
Fri 5/227:30 pm
PNS
- STL
1 stop4h 29m
Delta
Deal found 4/18![Delta logo]()
$301
This Southwest deal was found by Cheapflights users on 4/19. 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 6/205:45 am
STL
- PNS
1 stop4h 35m
Southwest
Wed 6/242:00 pm
PNS
- STL
2 stops9h 10m
Southwest
Deal found 4/19![Southwest logo]()
$306
This Delta deal was found by Cheapflights users on 4/21. 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 7/25:17 pm
MLI
- PNS
1 stop6h 15m
Delta
Tue 7/76:00 am
PNS
- MLI
1 stop4h 22m
Delta
Deal found 4/21![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 6/25:28 am
EVV
- PNS
1 stop4h 34m
American Airlines
Tue 6/94:41 pm
PNS
- EVV
1 stop4h 49m
American Airlines
Deal found 4/21![American Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 4/22. 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 6/1711:25 am
MDW
- PNS
1 stop6h 10m
Southwest
Sat 6/276:35 pm
PNS
- MDW
1 stop4h 45m
Southwest
Deal found 4/22![Southwest logo]()
$355
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:23 am
MDW
- PNS
1 stop4h 16m
Delta
Mon 5/184:35 pm
PNS
- MDW
1 stop4h 34m
Delta
Deal found 4/22![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 4/18. 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 8/55:30 am
PIA
- PNS
1 stop7h 37m
United Airlines
Thu 8/132:26 pm
PNS
- PIA
1 stop4h 59m
United Airlines
Deal found 4/18![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 4/19. 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.
Fri 5/155:17 pm
MLI
- PNS
1 stop4h 37m
Delta
Mon 5/184:35 pm
PNS
- MLI
1 stop5h 46m
Delta
Deal found 4/19![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 4/20. 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.
Sat 6/278:00 am
MDW
- PNS
2 stops6h 15m
Southwest
Wed 7/17:50 am
PNS
- MDW
2 stops7h 20m
Southwest
Deal found 4/20![Southwest logo]()
$366
This American Airlines deal was found by Cheapflights users on 4/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:00 am
ORD
- PNS
1 stop7h 20m
American Airlines
Fri 6/263:05 pm
PNS
- ORD
Nonstop2h 46m
American Airlines
Deal found 4/18![American Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 4/22. 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 5/129:21 am
STL
- PNS
1 stop7h 32m
United Airlines
Sat 5/164:51 pm
PNS
- STL
1 stop5h 39m
United Airlines
Deal found 4/22![United Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 4/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:19 pm
STL
- PNS
1 stop6h 11m
Delta
Sun 7/267:00 am
PNS
- STL
1 stop5h 17m
Delta
Deal found 4/18![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 4/22. 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 10/1312:30 pm
MDW
- PNS
2 stops7h 35m
Southwest
Tue 10/277:25 am
PNS
- MDW
2 stops8h 10m
Southwest
Deal found 4/22![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Tue 5/1210:30 am
ORD
- PNS
1 stop11h 29m
United Airlines
Wed 5/1310:21 am
PNS
- ORD
Nonstop2h 54m
United Airlines
Deal found 4/23![United Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 4/22. 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 10/1312:30 pm
MDW
- PNS
2 stops7h 35m
Southwest
Tue 10/2010:00 am
PNS
- MDW
2 stops7h 10m
Southwest
Deal found 4/22![Southwest logo]()
$366
This American Airlines deal was found by Cheapflights users on 4/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/710:15 am
ORD
- PNS
Nonstop2h 27m
American Airlines
Sun 5/106:06 am
PNS
- ORD
1 stop8h 15m
American Airlines
Deal found 4/18![American Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/58:30 am
PIA
- PNS
1 stop4h 39m
United Airlines
Sat 5/910:21 am
PNS
- PIA
1 stop6h 29m
United Airlines
Deal found 4/20![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 4/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:35 am
MDW
- PNS
1 stop5h 58m
Delta
Tue 10/67:00 am
PNS
- MDW
1 stop4h 56m
Delta
Deal found 4/18![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 4/23. 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.
Sat 6/203:50 pm
STL
- PNS
1 stop4h 50m
Southwest
Sat 6/277:45 am
PNS
- STL
Nonstop1h 50m
Southwest
Deal found 4/23![Southwest logo]()
$368
This American Airlines deal was found by Cheapflights users on 4/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:15 am
ORD
- PNS
Nonstop2h 27m
American Airlines
Sat 5/233:06 pm
PNS
- ORD
Nonstop2h 50m
American Airlines
Deal found 4/18![American Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 4/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:23 am
MDW
- PNS
1 stop4h 16m
Delta
Sat 5/234:55 pm
PNS
- MDW
1 stop4h 14m
Delta
Deal found 4/18![Delta logo]()
$355
This United Airlines deal was found by Cheapflights users on 4/22. 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 8/296:00 am
BMI
- PNS
1 stop7h 17m
United Airlines
Tue 9/15:34 pm
PNS
- BMI
1 stop6h 38m
United Airlines
Deal found 4/22![United Airlines logo]()
$434
This Southwest deal was found by Cheapflights users on 4/22. 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.
Sat 6/279:00 am
MDW
- PNS
Nonstop2h 10m
Southwest
Fri 7/36:20 pm
PNS
- MDW
1 stop5h 55m
Southwest
Deal found 4/22![Southwest logo]()
$379
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Mon 6/296:00 am
SPI
- PNS
2 stops11h 12m
American Airlines
Wed 7/16:00 am
PNS
- SPI
2 stops8h 00m
American Airlines
Deal found 4/21![American Airlines logo]()
$464
Last-minute flights from Illinois to PensacolaDiscover last-minute flight deals from Illinois to Pensacola. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Pensacola. Data last updated April 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/53:55 pm
ORD
- PNS
1 stop23h 58m
Multiple Airlines
Sun 5/105:58 pm
PNS
- ORD
2 stops37h 57m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/53:55 pm
ORD
- PNS
1 stop23h 58m
Multiple Airlines
Fri 5/85:58 pm
PNS
- ORD
1 stop14h 24m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 4/21. 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 5/85:20 pm
STL
- PNS
1 stop6h 10m
Delta
Mon 5/117:30 pm
PNS
- STL
1 stop4h 29m
Delta
Deal found 4/21![Delta logo]()
$283
This Delta deal was found by Cheapflights users on 4/21. 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.
Tue 5/127:05 am
STL
- PNS
1 stop3h 34m
Delta
Sun 5/177:05 am
PNS
- STL
1 stop5h 15m
Delta
Deal found 4/21![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
STL
- PNS
1 stop4h 39m
Delta
Sun 5/177:30 pm
PNS
- STL
1 stop4h 29m
Delta
Deal found 4/22![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 4/21. 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 5/157:01 pm
STL
- PNS
1 stop4h 29m
Delta
Mon 5/184:35 pm
PNS
- STL
1 stop5h 03m
Delta
Deal found 4/21![Delta logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/184:05 pm
ORD
- PNS
2 stops23h 48m
Multiple Airlines
Mon 5/254:48 pm
PNS
- ORD
1 stop5h 26m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$282
This Delta deal was found by Cheapflights users on 4/20. 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.
Sat 5/237:05 pm
STL
- PNS
1 stop4h 11m
Delta
Sat 5/308:05 am
PNS
- STL
1 stop6h 43m
Delta
Deal found 4/20![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 4/21. 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 5/282:59 pm
ORD
- PNS
1 stop5h 03m
Delta
Tue 6/24:35 pm
PNS
- ORD
1 stop5h 52m
Delta
Deal found 4/21![Delta logo]()
$281
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:05 am
ORD
- PNS
1 stop11h 58m
Spirit Airlines
Mon 6/15:58 pm
PNS
- ORD
2 stops28h 16m
Spirit Airlines
Deal found 4/22![Spirit Airlines logo]()
$287
This CheapOair deal was found by Cheapflights users on 4/21. 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.
Fri 5/295:05 am
ORD
- PNS
1 stop11h 58m
Spirit Airlines
Sun 5/314:48 pm
PNS
- ORD
1 stop5h 26m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 4/20. 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.
Sat 5/308:10 am
MDW
- PNS
Nonstop2h 15m
Southwest
Tue 6/22:45 pm
PNS
- MDW
1 stop5h 25m
Southwest
Deal found 4/20![Southwest logo]()
$284
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 April 23, 2026.
Search for one-way flight options from Illinois to Pensacola. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This CheapOair deal was found by Cheapflights users on 4/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:37 pm
ORD
- PNS
1 stop21h 04m
Frontier
Deal found 4/20![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/203:55 pm
ORD
- PNS
1 stop23h 58m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:30 pm
ORD
- PNS
1 stop20h 29m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$90
This Super.com deal was found by Cheapflights users on 4/22. 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.
Fri 5/89:37 pm
ORD
- PNS
1 stop21h 04m
Frontier
Deal found 4/22![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/288:05 am
ORD
- PNS
1 stop8h 58m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$99
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/69:37 pm
ORD
- PNS
1 stop21h 04m
Frontier
Deal found 4/22![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/206:00 am
MDW
- PNS
2 stops33h 53m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$103
This Southwest deal was found by Cheapflights users on 4/20. 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 5/192:30 pm
STL
- PNS
1 stop4h 30m
Southwest
Deal found 4/20![Southwest logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Thu 5/149:37 pm
ORD
- PNS
1 stop21h 04m
Frontier
Deal found 4/19![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/612:04 pm
MDW
- PNS
2 stops27h 49m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 4/21. 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 5/285:05 am
ORD
- PNS
1 stop11h 58m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/512:24 pm
MDW
- PNS
2 stops49h 35m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$111
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 April 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $201 (Delta) |
One-way from | $82 (CheapOair) |
Popular in | March |
Cheapest in | November |
Average price | $339 |
Good round-trip deal | $368 or less |
Good one-way deal | $203 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 2,558,603 searches. Data last updated April 23, 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
St. LouisPensacola
STL - PNS
STLPNS
Lambert-St Louis
Mon 6/1
5:20 pm-11:30 pm
1 stop6h 10m
Pensacola
Tue 6/9
9:23 am-4:17 pm
1 stop6h 54m
$219
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Sat 8/15
6:45 am-4:15 pm
2 stops9h 30m
Pensacola
Sat 8/22
9:40 am-7:10 pm
1 stop9h 30m
$290
ChicagoPensacola
ORD - PNS
ORDPNS
Chicago O'Hare Intl
Mon 6/22
5:26 pm-4:09 pm
1 stop22h 43m
Pensacola
Fri 6/26
5:15 pm-11:08 pm
1 stop5h 53m
$293
St. LouisPensacola
STL - PNS
STLPNS
Lambert-St Louis
Mon 5/18
7:01 pm-11:30 pm
1 stop4h 29m
Pensacola
Fri 5/22
7:30 pm-11:59 pm
1 stop4h 29m
$301
St. LouisPensacola
STL - PNS
STLPNS
Lambert-St Louis
Sat 6/20
5:45 am-10:20 am
1 stop4h 35m
Pensacola
Wed 6/24
2:00 pm-11:10 pm
2 stops9h 10m
$306
EvansvillePensacola
EVV - PNS
EVVPNS
Evansville Dress Regional
Sun 5/3
4:13 pm-3:53 pm
1 stop23h 40m
Pensacola
Fri 5/8
4:48 pm-3:49 pm
1 stop23h 01m
$319
MolinePensacola
MLI - PNS
MLIPNS
Moline Quad-City
Thu 7/2
5:17 pm-11:32 pm
1 stop6h 15m
Pensacola
Tue 7/7
6:00 am-10:22 am
1 stop4h 22m
$326
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Thu 5/14
6:23 am-10:39 am
1 stop4h 16m
Pensacola
Mon 5/18
4:35 pm-9:09 pm
1 stop4h 34m
$329
MolinePensacola
MLI - PNS
MLIPNS
Moline Quad-City
Fri 5/15
5:17 pm-9:54 pm
1 stop4h 37m
Pensacola
Mon 5/18
4:35 pm-10:21 pm
1 stop5h 46m
$329
St. LouisPensacola
STL - PNS
STLPNS
Lambert-St Louis
Sun 7/19
5:19 pm-11:30 pm
1 stop6h 11m
Pensacola
Sun 7/26
7:00 am-12:17 pm
1 stop5h 17m
$330
Showing 1-10 of 60 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.
STL-PNS
ORD-PNS
MDW-PNS
EVV-PNS
SPI-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
STL-PNS
ORD-PNS
MDW-PNS
EVV-PNS
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 53 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Illinois to Pensacola?
Currently, October is the cheapest month in which you can book a flight from Illinois to Pensacola (average of $76). Flying from Illinois to Pensacola in March is currently the most expensive (average of $545). 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 April 23, 2026.
It’s optimal to fly from Illinois to Pensacola at noon. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight in the afternoon.
Weekly flight availability from Illinois to Pensacola
Explore weekly flight availability from Illinois to Pensacola. 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 April 23, 2026.
The most flights from USIL to PNS are scheduled on a Thursday (5 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Illinois to Pensacola?
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 locationsGulf Breeze
Navarre
Foley
Navarre Beach
Perdido Key
Warrington
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Illinois and Pensacola flights
Browse other Illinois and Pensacola flight options. Last updated on April 23, 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 April 23, 2026.
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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 2,558,603 searches. Data last updated April 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$113 | Average$337 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$182 | Average$298 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$209 | Average$369 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$214 | Average$364 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$222 | Average$385 | FlexibilityNo cancel fee | On-time71% |