$69+ Cheap flights from Pittsburgh (PIT) 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Jul 17 — Jul 241
Round-trip
1 adult, Economy
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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 June 17, 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 June 17, 2026.
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 10/68:35 am
PIT
- MDW
Nonstop1h 20m
Southwest
Thu 10/82:00 pm
MDW
- PIT
1 stop7h 30m
Southwest
Deal found 6/15![Southwest logo]()
$175
This Priceline deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Wed 7/2211:53 am
PIT
- ORD
1 stop8h 22m
JetBlue
Sat 7/255:27 pm
ORD
- PIT
1 stop5h 19m
JetBlue
Deal found 6/13![JetBlue logo]()
$178
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/226:45 am
PIT
- MDW
1 stop7h 22m
Delta
Sat 9/264:30 pm
MDW
- PIT
1 stop6h 55m
Delta
Deal found 6/12![Delta logo]()
$179
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/44:55 pm
PIT
- ORD
1 stop5h 00m
Delta
Sat 8/87:00 am
ORD
- PIT
1 stop3h 19m
Delta
Deal found 6/12![Delta logo]()
$179
This Southwest deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 8/62:45 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Mon 8/108:15 am
MDW
- PIT
Nonstop1h 30m
Southwest
Deal found 6/16![Southwest logo]()
$181
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 8/68:36 am
PIT
- ORD
Nonstop1h 54m
United Airlines
Mon 8/106:05 pm
ORD
- PIT
Nonstop1h 46m
United Airlines
Deal found 6/14![United Airlines logo]()
$181
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/64:06 pm
PIT
- ORD
Nonstop1h 53m
American Airlines
Mon 8/109:15 pm
ORD
- PIT
Nonstop1h 44m
American Airlines
Deal found 6/13![American Airlines logo]()
$182
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/298:15 pm
PIT
- MDW
1 stop4h 00m
Southwest
Thu 8/61:20 pm
MDW
- PIT
2 stops7h 30m
Southwest
Deal found 6/14![Southwest logo]()
$184
This Priceline deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/712:53 pm
PIT
- ORD
1 stop7h 38m
JetBlue
Sat 7/111:09 pm
ORD
- PIT
1 stop8h 19m
JetBlue
Deal found 6/12![JetBlue logo]()
$187
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/18:15 pm
PIT
- MDW
1 stop3h 55m
Southwest
Fri 7/36:50 pm
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 6/12![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 10/146:00 am
PIT
- MDW
2 stops9h 30m
Southwest
Sat 10/172:20 pm
MDW
- PIT
1 stop5h 10m
Southwest
Deal found 6/14![Southwest logo]()
$190
This Super.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
Tue 7/2111:53 am
PIT
- ORD
1 stop8h 22m
JetBlue
Fri 7/245:27 pm
ORD
- PIT
1 stop5h 19m
JetBlue
Deal found 6/16![JetBlue logo]()
$193
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 June 17, 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 June 17, 2026.
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/208:45 am
PIT
- ORD
Nonstop1h 49m
United Airlines
Sat 8/2210:36 am
ORD
- PIT
Nonstop1h 39m
United Airlines
Deal found 6/15![United Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/62:45 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Mon 8/107:55 am
MDW
- PIT
1 stop4h 05m
Southwest
Deal found 6/13![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 7/1411:23 am
PIT
- ORD
1 stop4h 42m
Delta
Tue 7/147:17 pm
ORD
- PIT
1 stop3h 47m
Delta
Deal found 6/15![Delta logo]()
$238
This JetBlue deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
Fri 9/412:58 pm
PIT
- ORD
1 stop7h 27m
JetBlue
Sun 9/610:56 am
ORD
- PIT
1 stop7h 52m
JetBlue
Deal found 6/16![JetBlue logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/612:45 pm
PIT
- RFD
1 stop20h 04m
Allegiant Air
Thu 8/139:01 am
RFD
- PIT
1 stop13h 09m
Allegiant Air
Deal found 6/13![Allegiant Air logo]()
$295
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 8/68:59 pm
PIT
- MLI
1 stop4h 09m
American Airlines
Mon 8/106:45 pm
MLI
- PIT
1 stop4h 14m
American Airlines
Deal found 6/16![American Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 9/105:47 pm
PIT
- RFD
2 stops23h 28m
Multiple Airlines
Sun 9/133:53 pm
RFD
- PIT
1 stop6h 00m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/56:10 pm
PIT
- STL
1 stop4h 50m
United Airlines
Tue 9/811:15 am
STL
- PIT
1 stop4h 59m
United Airlines
Deal found 6/12![United Airlines logo]()
$201
This Southwest deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 7/144:45 pm
PIT
- MDW
2 stops7h 30m
Southwest
Wed 7/157:50 am
MDW
- PIT
Nonstop1h 30m
Southwest
Deal found 6/16![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/175:50 am
PIT
- STL
1 stop6h 56m
Delta
Wed 8/196:25 pm
STL
- PIT
1 stop4h 39m
Delta
Deal found 6/12![Delta logo]()
$255
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/1010:50 am
PIT
- STL
1 stop5h 48m
United Airlines
Sun 9/138:00 am
STL
- PIT
1 stop4h 15m
United Airlines
Deal found 6/12![United Airlines logo]()
$252
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 8/105:50 am
PIT
- STL
1 stop5h 04m
Delta
Mon 8/175:23 pm
STL
- PIT
1 stop6h 13m
Delta
Deal found 6/14![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 7/216:45 am
PIT
- STL
Nonstop1h 45m
Southwest
Thu 7/2311:25 am
STL
- PIT
1 stop5h 50m
Southwest
Deal found 6/15![Southwest logo]()
$261
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 7/116:23 am
PIT
- MLI
1 stop5h 35m
American Airlines
Fri 7/1711:53 am
MLI
- PIT
2 stops8h 07m
American Airlines
Deal found 6/13![American Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/284:17 pm
PIT
- ORD
1 stop6h 35m
Delta
Fri 7/315:54 pm
ORD
- PIT
1 stop4h 16m
Delta
Deal found 6/14![Delta logo]()
$260
This Southwest deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 7/214:45 pm
PIT
- MDW
2 stops7h 30m
Southwest
Sat 7/256:35 am
MDW
- PIT
1 stop5h 00m
Southwest
Deal found 6/16![Southwest logo]()
$265
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 10/158:56 am
PIT
- STL
1 stop4h 17m
United Airlines
Fri 10/161:29 pm
STL
- PIT
1 stop4h 23m
United Airlines
Deal found 6/14![United Airlines logo]()
$270
This JetBlue deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
Fri 7/1011:53 am
PIT
- ORD
1 stop8h 22m
JetBlue
Mon 7/1310:56 am
ORD
- PIT
1 stop7h 52m
JetBlue
Deal found 6/14![JetBlue logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 8/612:45 pm
PIT
- RFD
1 stop20h 04m
Multiple Airlines
Mon 8/106:26 pm
RFD
- PIT
2 stops17h 29m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$353
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/311:45 pm
PIT
- MDW
2 stops10h 20m
Southwest
Wed 8/51:00 pm
MDW
- PIT
2 stops7h 30m
Southwest
Deal found 6/14![Southwest logo]()
$270
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/256:30 am
PIT
- STL
1 stop5h 47m
United Airlines
Wed 8/268:00 am
STL
- PIT
1 stop4h 15m
United Airlines
Deal found 6/13![United Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/39:18 pm
PIT
- RFD
1 stop12h 57m
Allegiant Air
Sun 7/59:19 am
RFD
- PIT
1 stop12h 39m
Allegiant Air
Deal found 6/12![Allegiant Air logo]()
$370
This KAYAK deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
Tue 7/149:55 am
PIT
- ORD
Nonstop1h 47m
American Airlines
Wed 7/156:00 am
ORD
- PIT
1 stop8h 04m
American Airlines
Deal found 6/16![American Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 7/151:57 pm
PIT
- EVV
1 stop4h 22m
Delta
Tue 7/2110:06 am
EVV
- PIT
1 stop6h 02m
Delta
Deal found 6/15![Delta logo]()
$291
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 8/104:10 pm
PIT
- STL
1 stop6h 30m
Southwest
Mon 8/1710:10 am
STL
- PIT
2 stops5h 55m
Southwest
Deal found 6/14![Southwest logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 8/612:45 pm
PIT
- RFD
1 stop20h 04m
Allegiant Air
Mon 8/108:39 am
RFD
- PIT
1 stop10h 13m
Allegiant Air
Deal found 6/16![Allegiant Air logo]()
$373
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 6/306:05 am
PIT
- ORD
1 stop8h 07m
Delta
Mon 7/61:40 pm
ORD
- PIT
1 stop4h 20m
Delta
Deal found 6/15![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 9/108:40 am
PIT
- MDW
Nonstop1h 20m
Southwest
Sun 9/138:30 am
MDW
- PIT
Nonstop1h 35m
Southwest
Deal found 6/16![Southwest logo]()
$273
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/1410:54 am
PIT
- ORD
Nonstop1h 48m
United Airlines
Mon 7/209:20 pm
ORD
- PIT
Nonstop1h 39m
United Airlines
Deal found 6/14![United Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/109:18 pm
PIT
- RFD
1 stop12h 57m
Allegiant Air
Sun 7/129:19 am
RFD
- PIT
1 stop12h 39m
Allegiant Air
Deal found 6/12![Allegiant Air logo]()
$378
Last-minute flights from Pittsburgh to IllinoisDiscover last-minute flight deals from Pittsburgh to Illinois. Data last updated June 17, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Illinois. Data last updated June 17, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 6/308:36 am
PIT
- ORD
Nonstop1h 54m
United Airlines
Sat 7/410:30 am
ORD
- PIT
Nonstop1h 44m
United Airlines
Deal found 6/15![United Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/17:30 pm
PIT
- MDW
Nonstop1h 30m
Southwest
Sat 7/47:40 am
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 6/12![Southwest logo]()
$179
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/18:15 pm
PIT
- MDW
1 stop3h 55m
Southwest
Fri 7/36:50 pm
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 6/12![Southwest logo]()
$189
This JetBlue deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
Sat 7/46:45 am
PIT
- ORD
1 stop7h 15m
JetBlue
Tue 7/710:56 am
ORD
- PIT
1 stop7h 52m
JetBlue
Deal found 6/16![JetBlue logo]()
$213
This Priceline deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/712:53 pm
PIT
- ORD
1 stop7h 38m
JetBlue
Sat 7/111:09 pm
ORD
- PIT
1 stop8h 19m
JetBlue
Deal found 6/12![JetBlue logo]()
$187
This Priceline deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Wed 7/812:49 pm
PIT
- ORD
1 stop11h 21m
Multiple Airlines
Sat 7/111:09 pm
ORD
- PIT
1 stop8h 19m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$214
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 7/146:16 pm
PIT
- ORD
Nonstop1h 49m
United Airlines
Wed 7/1510:30 am
ORD
- PIT
Nonstop1h 44m
United Airlines
Deal found 6/16![United Airlines logo]()
$204
This Southwest deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 7/147:30 pm
PIT
- MDW
Nonstop1h 30m
Southwest
Wed 7/156:10 pm
MDW
- PIT
Nonstop1h 30m
Southwest
Deal found 6/16![Southwest logo]()
$207
This CheapOair deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/1512:49 pm
PIT
- ORD
1 stop11h 21m
Multiple Airlines
Sat 7/185:27 pm
ORD
- PIT
1 stop5h 19m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$210
This Super.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
Tue 7/2111:53 am
PIT
- ORD
1 stop8h 22m
JetBlue
Fri 7/245:27 pm
ORD
- PIT
1 stop5h 19m
JetBlue
Deal found 6/16![JetBlue logo]()
$193
This Priceline deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Wed 7/2211:53 am
PIT
- ORD
1 stop8h 22m
JetBlue
Sat 7/255:27 pm
ORD
- PIT
1 stop5h 19m
JetBlue
Deal found 6/13![JetBlue logo]()
$178
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/298:15 pm
PIT
- MDW
1 stop4h 00m
Southwest
Thu 8/61:20 pm
MDW
- PIT
2 stops7h 30m
Southwest
Deal found 6/14![Southwest logo]()
$184
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 June 17, 2026.
Search for one-way flight options from Pittsburgh to Illinois. Find affordable one-way fares based on user searches. Data last updated June 17, 2026.
This Southwest deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/1412:50 pm
PIT
- MDW
Nonstop1h 25m
Southwest
Deal found 6/17![Southwest logo]()
$69
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/58:59 pm
PIT
- ORD
Nonstop2h 01m
American Airlines
Deal found 6/17![American Airlines logo]()
$69
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/55:50 am
PIT
- MDW
1 stop5h 09m
Delta
Deal found 6/17![Delta logo]()
$79
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/54:55 pm
PIT
- ORD
1 stop5h 00m
Delta
Deal found 6/17![Delta logo]()
$79
This Southwest deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/294:45 pm
PIT
- MDW
2 stops7h 30m
Southwest
Deal found 6/17![Southwest logo]()
$84
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 7/213:35 pm
PIT
- ORD
1 stop8h 01m
Delta
Deal found 6/16![Delta logo]()
$84
This Southwest deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/102:45 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Deal found 6/17![Southwest logo]()
$91
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 8/810:54 am
PIT
- ORD
Nonstop1h 48m
United Airlines
Deal found 6/16![United Airlines logo]()
$91
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 8/174:06 pm
PIT
- ORD
Nonstop1h 53m
American Airlines
Deal found 6/16![American Airlines logo]()
$92
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/125:40 pm
PIT
- MDW
1 stop6h 05m
Delta
Deal found 6/17![Delta logo]()
$101
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/107:05 am
PIT
- ORD
1 stop8h 04m
Delta
Deal found 6/12![Delta logo]()
$101
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 10/1712:06 pm
PIT
- STL
1 stop5h 05m
American Airlines
Deal found 6/16![American Airlines logo]()
$101
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 June 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $175 (Southwest) |
One-way from | $69 (Southwest) |
Popular in | December |
Cheapest in | August |
Average price | $362 |
Good round-trip deal | $366 or less |
Good one-way deal | $209 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 2,558,603 searches. Data last updated June 17, 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 - ORD
PITORD
Pittsburgh
Thu 8/20
8:45 am-9:34 am
Nonstop1h 49m
Chicago O'Hare Intl
Sat 8/22
10:36 am-1:15 pm
Nonstop1h 39m
$181
PittsburghChicago
PIT - MDW
PITMDW
Pittsburgh
Thu 8/6
2:45 pm-3:05 pm
Nonstop1h 20m
Chicago Midway
Mon 8/10
7:55 am-1:00 pm
1 stop4h 05m
$191
PittsburghSt. Louis
PIT - STL
PITSTL
Pittsburgh
Sat 9/5
6:10 pm-10:00 pm
1 stop4h 50m
Lambert-St Louis
Tue 9/8
11:15 am-5:14 pm
1 stop4h 59m
$201
PittsburghChicago
PIT - MDW
PITMDW
Pittsburgh
Tue 7/14
4:45 pm-11:15 pm
2 stops7h 30m
Chicago Midway
Wed 7/15
7:50 am-10:20 am
Nonstop1h 30m
$222
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Tue 7/14
11:23 am-3:05 pm
1 stop4h 42m
Chicago O'Hare Intl
Tue 7/14
7:17 pm-12:04 am
1 stop3h 47m
$238
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Fri 9/4
12:58 pm-7:25 pm
1 stop7h 27m
Chicago O'Hare Intl
Sun 9/6
10:56 am-7:48 pm
1 stop7h 52m
$248
PittsburghSt. Louis
PIT - STL
PITSTL
Pittsburgh
Thu 9/10
10:50 am-3:38 pm
1 stop5h 48m
Lambert-St Louis
Sun 9/13
8:00 am-1:15 pm
1 stop4h 15m
$252
PittsburghSt. Louis
PIT - STL
PITSTL
Pittsburgh
Mon 8/17
5:50 am-11:46 am
1 stop6h 56m
Lambert-St Louis
Wed 8/19
6:25 pm-12:04 am
1 stop4h 39m
$255
PittsburghSt. Louis
PIT - STL
PITSTL
Pittsburgh
Mon 8/10
5:50 am-9:54 am
1 stop5h 04m
Lambert-St Louis
Mon 8/17
5:23 pm-12:36 am
1 stop6h 13m
$255
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Tue 7/28
4:17 pm-9:52 pm
1 stop6h 35m
Chicago O'Hare Intl
Fri 7/31
5:54 pm-11:10 pm
1 stop4h 16m
$260
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-STL
PIT-RFD
PIT-MLI
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Pittsburgh to Illinois
PIT-USIL
PIT-MDW
PIT-ORD
PIT-STL
PIT-RFD
What is the cheapest month to book a flight from Pittsburgh to Illinois?
Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Illinois (average of $61). Flying from Pittsburgh to Illinois in April is currently the most expensive (average of $145). 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 June 17, 2026.
It’s optimal to fly from Pittsburgh to Illinois in the evening. By choosing this option you can save up to 20% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Pittsburgh to Illinois
Explore weekly flight availability from Pittsburgh 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 June 17, 2026.
The most flights from PIT to USIL are scheduled on a Thursday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (31 on average).
How much does it cost to fly round-trip from Pittsburgh to Illinois?
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 June 13, 2026.
Travelers seeking maximum savings on their Pittsburgh to Illinois flight should consider departing on Thursday afternoons when fares are most often at their lowest. Saturday at noon 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 June 17, 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
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from 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 June 17, 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 2,558,603 searches. Data last updated June 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$91 | Average$327 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$97 | Average$326 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$137 | Average$337 | FlexibilityNo cancel fee | On-time69% |