$122+ Cheap flights from Pittsburgh (PIT) 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Pittsburgh to Illinois with Cheapflights
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Cheapest flights from Pittsburgh to IllinoisExplore the most affordable flight options available from Pittsburgh to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Pittsburgh to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/52:20 pm -
1 stop6h 15m
Mon 12/78:15 am -
Nonstop1h 25m
Deal found 10/26![Southwest logo]()
$253
This CheapOair deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/166:00 am -
1 stop8h 30m
Tue 1/55:01 am -
1 stop6h 48m
Deal found 10/26![Multiple Airlines logo]()
$256
This Frontier deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/116:28 pm -
1 stop7h 40m
Sun 1/105:01 am -
1 stop6h 48m
Deal found 10/26![Frontier logo]()
$258
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.
Thu 12/36:28 pm -
1 stop7h 31m
Mon 12/75:35 am -
1 stop10h 58m
Deal found 10/25![Frontier logo]()
$259
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 12/56:28 pm -
1 stop7h 40m
Mon 12/75:35 am -
1 stop10h 58m
Deal found 10/25![Frontier logo]()
$260
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:10 pm -
1 stop5h 32m
Wed 12/95:24 pm -
1 stop23h 09m
Deal found 10/25![Multiple Airlines logo]()
$261
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.
Fri 12/114:00 pm -
Nonstop1h 35m
Mon 12/141:40 pm -
Nonstop1h 25m
Deal found 10/25![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/1910:24 am -
1 stop4h 35m
Mon 11/237:05 am -
1 stop3h 32m
Deal found 10/26![Delta logo]()
$263
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:00 am -
1 stop8h 30m
Sat 1/95:01 am -
1 stop6h 48m
Deal found 10/25![Multiple Airlines logo]()
$265
This CheapOair deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:28 pm -
1 stop15h 50m
Sun 12/65:24 pm -
1 stop23h 09m
Deal found 10/27![Frontier logo]()
$269
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 12/178:00 pm -
Nonstop1h 30m
Sat 12/196:55 pm -
Nonstop1h 30m
Deal found 10/25![Southwest logo]()
$270
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:27 pm -
1 stop15h 19m
Tue 11/179:51 am -
1 stop6h 41m
Deal found 10/25![Frontier logo]()
$270
Best flights from Pittsburgh to IllinoisDiscover carefully curated flight deals from Pittsburgh to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Pittsburgh to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/55:45 am -
2 stops12h 40m
Tue 12/81:15 pm -
2 stops7h 25m
Deal found 10/26![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:10 am -
1 stop4h 27m
Mon 12/216:15 pm -
1 stop3h 44m
Deal found 10/29![Delta logo]()
$280
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1810:06 am -
Nonstop2h 04m
Sun 12/206:13 pm -
Nonstop1h 47m
Deal found 10/29![American Airlines logo]()
$316
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:30 am -
1 stop4h 35m
Thu 12/36:42 am -
1 stop5h 36m
Deal found 10/28![United Airlines logo]()
$339
This JetBlue deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:00 am -
1 stop8h 42m
Sat 11/141:00 pm -
1 stop5h 53m
Deal found 10/28![JetBlue logo]()
$361
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/124:35 pm -
Nonstop1h 30m
Thu 1/77:45 am -
1 stop4h 15m
Deal found 10/27![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:20 am -
1 stop6h 26m
Fri 11/209:59 am -
1 stop7h 36m
Deal found 10/29![Delta logo]()
$283
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/198:29 pm -
1 stop4h 35m
Tue 12/16:00 am -
1 stop5h 30m
Deal found 10/26![American Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:15 pm -
1 stop3h 30m
Fri 12/43:50 pm -
1 stop4h 05m
Deal found 10/28![Southwest logo]()
$310
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.
Thu 1/2810:29 am -
1 stop3h 32m
Mon 2/86:40 pm -
1 stop3h 33m
Deal found 10/25![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:33 pm -
1 stop4h 40m
Tue 11/175:30 pm -
1 stop5h 29m
Deal found 10/29![United Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:27 pm -
1 stop4h 32m
Tue 11/175:00 am -
1 stop4h 48m
Deal found 10/29![American Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1012:20 pm -
2 stops8h 25m
Sun 12/136:30 am -
1 stop5h 20m
Deal found 10/28![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/152:01 pm -
1 stop4h 59m
Mon 1/186:40 pm -
1 stop3h 33m
Deal found 10/26![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:01 pm -
1 stop5h 57m
Mon 11/165:30 pm -
1 stop5h 29m
Deal found 10/27![United Airlines logo]()
$349
This JetBlue deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
1 stop8h 42m
Mon 11/161:00 pm -
1 stop5h 53m
Deal found 10/30![JetBlue logo]()
$400
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:27 pm -
1 stop4h 32m
Wed 11/185:00 am -
2 stops7h 13m
Deal found 10/30![American Airlines logo]()
$342
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/118:50 pm -
1 stop4h 20m
Sun 12/137:50 am -
Nonstop1h 30m
Deal found 10/30![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/256:00 am -
1 stop3h 49m
Mon 1/45:40 pm -
1 stop4h 55m
Deal found 10/27![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:51 pm -
1 stop4h 31m
Tue 11/1710:40 am -
1 stop5h 15m
Deal found 10/29![United Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:27 pm -
1 stop4h 40m
Sat 11/215:46 am -
2 stops8h 59m
Deal found 10/25![American Airlines logo]()
$344
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.
Thu 11/1910:24 am -
1 stop4h 35m
Mon 11/237:05 am -
1 stop3h 32m
Deal found 10/25![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:20 pm -
2 stops7h 45m
Mon 11/2311:10 am -
2 stops7h 25m
Deal found 10/25![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1212:50 pm -
1 stop5h 00m
Sat 1/99:38 am -
1 stop4h 30m
Deal found 10/29![Delta logo]()
$319
This KAYAK deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/310:49 am -
1 stop4h 35m
Sat 12/512:59 pm -
1 stop7h 01m
Deal found 10/29![American Airlines logo]()
$353
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/1412:58 pm -
1 stop5h 22m
Mon 11/166:10 pm -
Nonstop1h 39m
Deal found 10/26![United Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:10 am -
1 stop5h 29m
Mon 11/238:29 am -
1 stop5h 40m
Deal found 10/29![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:45 am -
2 stops7h 22m
Mon 11/165:37 pm -
1 stop5h 03m
Deal found 10/27![American Airlines logo]()
$354
This KAYAK deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:30 am -
Nonstop1h 53m
Tue 12/13:50 pm -
Nonstop1h 34m
Deal found 10/28![United Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:34 pm -
2 stops7h 29m
Tue 11/176:02 am -
2 stops10h 02m
Deal found 10/29![American Airlines logo]()
$359
Last-minute flights from Pittsburgh to IllinoisDiscover last-minute flight deals from Pittsburgh to Illinois. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Illinois. Data last updated October 30, 2026 and is based on user searches.
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.
Tue 11/36:27 pm -
1 stop23h 40m
Tue 11/109:51 am -
1 stop6h 41m
Deal found 10/25![Frontier logo]()
$275
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:27 pm -
1 stop15h 19m
Tue 11/179:51 am -
1 stop6h 41m
Deal found 10/25![Frontier logo]()
$270
This Priceline deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:47 pm -
1 stop7h 30m
Wed 11/189:51 am -
1 stop6h 41m
Deal found 10/27![Multiple Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/174:00 pm -
1 stop6h 30m
Thu 11/196:10 pm -
Nonstop1h 35m
Deal found 10/26![Southwest logo]()
$253
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:20 pm -
2 stops8h 25m
Fri 11/206:50 pm -
Nonstop1h 30m
Deal found 10/27![Southwest logo]()
$278
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/1910:24 am -
1 stop4h 35m
Mon 11/237:05 am -
1 stop3h 32m
Deal found 10/26![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:20 pm -
2 stops8h 25m
Mon 11/2312:45 pm -
2 stops5h 50m
Deal found 10/26![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1910:24 am -
1 stop3h 27m
Fri 11/2012:30 pm -
1 stop5h 05m
Deal found 10/29![Delta logo]()
$283
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.
Fri 11/208:00 pm -
Nonstop1h 30m
Mon 11/231:05 pm -
Nonstop1h 20m
Deal found 10/25![Southwest logo]()
$263
This Frontier deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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.
Sun 11/226:59 pm -
1 stop6h 44m
Thu 12/35:35 am -
1 stop10h 53m
Deal found 10/26![Frontier logo]()
$279
This Frontier deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:59 pm -
1 stop6h 44m
Fri 11/275:40 am -
1 stop11h 24m
Deal found 10/27![Frontier logo]()
$277
This Priceline deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:59 pm -
1 stop6h 44m
Thu 12/35:35 am -
1 stop10h 53m
Deal found 10/27![Frontier logo]()
$280
One-way flights from Pittsburgh to IllinoisSearch for one-way flight options from Pittsburgh to Illinois. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Pittsburgh to Illinois. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/162:20 pm -
Nonstop1h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:27 pm -
1 stop23h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$125
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/78:21 pm -
Nonstop2h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$127
This Jetabroad deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:27 pm -
1 stop15h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$129
This CheapOair deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:27 pm -
1 stop23h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$131
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:10 am -
1 stop4h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$132
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:00 pm -
1 stop7h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Delta logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/77:59 pm -
2 stops16h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/77:59 pm -
2 stops27h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$133
This Trip.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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.
Mon 12/216:11 pm -
1 stop26h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$134
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/1712:20 pm -
2 stops8h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$137
This Priceline deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:59 pm -
1 stop6h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$139
Find flight deals from Pittsburgh to Illinois
Keep the following information in mind while searching for Pittsburgh to Illinois flight deals. Data was last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $253 (Southwest) |
One-way from | $122 (Southwest) |
Popular in | December |
Cheapest in | April |
Average price | $384 |
Good round-trip deal | $346 or less |
Good one-way deal | $168 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Pittsburgh 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 30, 2026.
Use the filters below to find and compare flights from Pittsburgh to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PittsburghChicago
PIT Pittsburgh - MDW Chicago Midway
PITMDW
Pittsburgh
Mon 11/16
5:35 am-9:00 am
1 stop4h 25m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$132
PittsburghChicago
PIT Pittsburgh - ORD Chicago O'Hare Intl
PITORD
Pittsburgh
Tue 12/1
1:00 pm-7:25 pm
1 stop7h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$132
PittsburghChicago
PIT Pittsburgh - MDW Chicago Midway
PITMDW
Pittsburgh
Wed 12/16
7:10 pm-10:45 pm
1 stop4h 35m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$132
PittsburghChicago
PIT Pittsburgh - ORD Chicago O'Hare Intl
PITORD
Pittsburgh
Wed 12/16
4:59 pm-9:36 pm
1 stop5h 37m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$132
PittsburghChicago
PIT Pittsburgh - ORD Chicago O'Hare Intl
PITORD
Pittsburgh
Fri 11/27
7:33 pm-8:29 pm
Nonstop1h 56m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
PittsburghChicago
PIT Pittsburgh - ORD Chicago O'Hare Intl
PITORD
Pittsburgh
Thu 12/31
8:45 am-9:45 am
Nonstop2h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
Quickest round-trip
PittsburghChicago
PIT Pittsburgh - MDW Chicago Midway
PITMDW
Pittsburgh
Mon 12/21
7:40 pm-8:10 pm
Nonstop1h 30m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
PittsburghChicago
PIT Pittsburgh - MDW Chicago Midway
PITMDW
Pittsburgh
Fri 11/27
6:10 am-11:25 am
1 stop6h 15m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
PittsburghChicago
PIT Pittsburgh - MDW Chicago Midway
PITMDW
Pittsburgh
Sat 11/21
6:10 am-9:46 am
1 stop4h 36m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
PittsburghChicago
PIT Pittsburgh - MDW Chicago Midway
PITMDW
Pittsburgh
Sun 11/22
4:00 pm-4:35 pm
Nonstop1h 35m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$169
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Pittsburgh to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Pittsburgh with our price prediction graph.
PIT-MDW
PIT-ORD
PIT-MLI
PIT-CMI
PIT-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 Pittsburgh to Illinois
PIT-USIL
PIT-MDW
PIT-ORD
PIT-MLI
PIT-CMI
What is the cheapest month to book a flight from Pittsburgh to Illinois?
Currently, April is the cheapest month in which you can book a flight from Pittsburgh to Illinois (average of $300). Flying from Pittsburgh to Illinois in July is currently the most expensive (average of $410). 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 PIT to IL?
Find hourly flight availability from Pittsburgh 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 30, 2026.
It’s optimal to fly from Pittsburgh to Illinois in the evening. By choosing this option you can save up to 7% on the cost of your flight, compared to a flight in the afternoon.
How much does it cost to fly round-trip from Pittsburgh to Illinois?
Airfare is below average for this route at the moment.
Pittsburgh to Illinois flights typically cost between $299 and $407 in December.The cheapest round-trip price found within the last 5 days was $256 on Multiple Airlines (Dec 16-Jan 5).
How far ahead should I book a flight from Pittsburgh to Illinois?
To ensure you get the cheapest price possible for a flight from Pittsburgh to Illinois, you should look to book at least 89 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Pittsburgh to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Pittsburgh to Illinois. Price data was last updated on October 24, 2026.
Travelers seeking maximum savings on their Pittsburgh to Illinois flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 30, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Pittsburgh to Illinois. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Pittsburgh 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 Pittsburgh to Illinois
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Complete your trip
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Search flights from Pittsburgh to Illinois by cabin class
Find flights from Pittsburgh to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pittsburgh and Illinois flights
Browse other Pittsburgh and Illinois flight options. Last updated on October 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Pittsburgh to Illinois flights
Consider these flights traveling from Pittsburgh to Illinois.
Top 3 airlines flying from Pittsburgh to Illinois
Discover the top 3 airlines that operate flights from Pittsburgh 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 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$384 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$157 | Average$422 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$178 | Average$459 | FlexibilityNo cancel fee | On-time69% |