$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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Apr 16 — Apr 231
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 March 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 March 17, 2026.
This Southwest deal was found by Cheapflights users on 3/12. 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.
Tue 4/216:40 am
PIT
- MDW
2 stops7h 50m
Southwest
Thu 4/235:40 pm
MDW
- PIT
1 stop3h 35m
Southwest
Deal found 3/12![Southwest logo]()
$172
This American Airlines deal was found by Cheapflights users on 3/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/99:19 am
PIT
- ORD
Nonstop1h 49m
American Airlines
Mon 4/133:48 pm
ORD
- PIT
Nonstop1h 44m
American Airlines
Deal found 3/15![American Airlines logo]()
$176
This Southwest deal was found by Cheapflights users on 3/12. 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.
Thu 4/98:10 pm
PIT
- MDW
1 stop4h 20m
Southwest
Mon 4/135:40 pm
MDW
- PIT
1 stop3h 35m
Southwest
Deal found 3/12![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 3/17. 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.
Tue 4/282:02 pm
PIT
- ORD
1 stop5h 50m
Delta
Thu 4/307:14 am
ORD
- PIT
1 stop7h 12m
Delta
Deal found 3/17![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 3/16. 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 4/2110:50 am
PIT
- MDW
2 stops7h 15m
Southwest
Sat 4/256:10 am
MDW
- PIT
1 stop4h 20m
Southwest
Deal found 3/16![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 3/12. 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.
Mon 4/205:55 am
PIT
- ORD
1 stop7h 55m
Southwest
Thu 4/232:40 pm
ORD
- PIT
1 stop6h 35m
Southwest
Deal found 3/12![Southwest logo]()
$182
This Priceline deal was found by Cheapflights users on 3/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:42 pm
PIT
- ORD
1 stop6h 45m
Spirit Airlines
Sat 5/912:00 pm
ORD
- PIT
1 stop9h 27m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$183
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Thu 6/46:00 am
PIT
- ORD
Nonstop1h 55m
American Airlines
Mon 6/812:35 pm
ORD
- PIT
Nonstop1h 34m
American Airlines
Deal found 3/17![American Airlines logo]()
$185
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Thu 5/79:19 am
PIT
- ORD
Nonstop1h 49m
American Airlines
Mon 5/186:17 pm
ORD
- PIT
Nonstop1h 43m
American Airlines
Deal found 3/17![American Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 3/14. 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.
Sat 4/186:00 am
PIT
- MDW
2 stops9h 40m
Southwest
Mon 4/206:55 pm
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 3/14![Southwest logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Wed 4/1510:45 am
PIT
- ORD
1 stop11h 32m
Multiple Airlines
Wed 4/227:15 pm
ORD
- PIT
1 stop21h 05m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1410:45 am
PIT
- ORD
1 stop23h 51m
Spirit Airlines
Wed 4/157:15 pm
ORD
- PIT
1 stop21h 05m
Spirit Airlines
Deal found 3/15![Spirit Airlines 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 March 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 March 17, 2026.
This Southwest deal was found by Cheapflights users on 3/12. 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 4/1512:30 pm
PIT
- MDW
2 stops8h 15m
Southwest
Thu 4/165:30 am
MDW
- PIT
1 stop5h 45m
Southwest
Deal found 3/12![Southwest logo]()
$172
This United Airlines deal was found by Cheapflights users on 3/16. 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.
Thu 5/78:55 pm
PIT
- ORD
Nonstop2h 03m
United Airlines
Mon 5/113:45 pm
ORD
- PIT
Nonstop1h 39m
United Airlines
Deal found 3/16![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 3/14. 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.
Thu 4/166:40 am
PIT
- ORD
1 stop4h 39m
Delta
Mon 4/208:52 am
ORD
- PIT
1 stop3h 30m
Delta
Deal found 3/14![Delta logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Sat 4/256:15 pm
PIT
- RFD
1 stop16h 32m
Multiple Airlines
Thu 4/3010:37 am
RFD
- PIT
1 stop12h 22m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$248
This Southwest deal was found by Cheapflights users on 3/17. 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.
Thu 4/98:00 pm
PIT
- MDW
Nonstop1h 30m
Southwest
Mon 4/137:40 am
MDW
- PIT
Nonstop1h 20m
Southwest
Deal found 3/17![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 3/16. 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.
Fri 4/107:57 pm
PIT
- EVV
1 stop4h 31m
American Airlines
Sun 4/126:23 pm
EVV
- PIT
1 stop4h 31m
American Airlines
Deal found 3/16![American Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 3/12. 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.
Mon 4/205:45 am
PIT
- ORD
2 stops8h 05m
Southwest
Thu 4/232:40 pm
ORD
- PIT
1 stop6h 35m
Southwest
Deal found 3/12![Southwest logo]()
$182
This United Airlines deal was found by Cheapflights users on 3/12. 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 4/2510:49 am
PIT
- ORD
Nonstop1h 53m
United Airlines
Wed 4/293:00 pm
ORD
- PIT
Nonstop1h 44m
United Airlines
Deal found 3/12![United Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 3/15. 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.
Sat 5/161:00 pm
PIT
- ORD
1 stop4h 29m
Delta
Tue 5/267:00 am
ORD
- PIT
1 stop3h 13m
Delta
Deal found 3/15![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 3/13. 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.
Wed 4/87:10 pm
PIT
- MDW
Nonstop1h 30m
Southwest
Tue 4/1411:35 am
MDW
- PIT
1 stop5h 40m
Southwest
Deal found 3/13![Southwest logo]()
$187
This Delta deal was found by Cheapflights users on 3/16. 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.
Mon 5/186:25 pm
PIT
- STL
1 stop6h 34m
Delta
Wed 5/2010:19 am
STL
- PIT
1 stop4h 18m
Delta
Deal found 3/16![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 3/13. 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.
Wed 4/86:25 am
PIT
- ORD
1 stop7h 25m
Southwest
Tue 4/142:40 pm
ORD
- PIT
1 stop5h 40m
Southwest
Deal found 3/13![Southwest logo]()
$197
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Wed 4/157:20 pm
PIT
- ORD
Nonstop2h 05m
United Airlines
Sat 4/1812:45 pm
ORD
- PIT
Nonstop1h 41m
United Airlines
Deal found 3/15![United Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 3/15. 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.
Sat 4/116:10 am
PIT
- ORD
1 stop10h 20m
Southwest
Mon 4/132:40 pm
ORD
- PIT
1 stop6h 35m
Southwest
Deal found 3/15![Southwest logo]()
$202
This United Airlines deal was found by Cheapflights users on 3/16. 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.
Mon 5/117:05 am
PIT
- ORD
Nonstop1h 50m
United Airlines
Thu 5/149:20 pm
ORD
- PIT
Nonstop1h 39m
United Airlines
Deal found 3/16![United Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Wed 7/16:35 am
PIT
- RFD
1 stop29h 02m
Multiple Airlines
Thu 7/99:19 am
RFD
- PIT
1 stop12h 39m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$342
This Southwest deal was found by Cheapflights users on 3/16. 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.
Mon 5/188:05 pm
PIT
- STL
Nonstop1h 50m
Southwest
Wed 5/206:45 pm
STL
- PIT
Nonstop1h 35m
Southwest
Deal found 3/16![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 3/12. 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.
Fri 6/54:45 pm
PIT
- MDW
1 stop5h 24m
Delta
Mon 6/85:59 pm
MDW
- PIT
1 stop3h 39m
Delta
Deal found 3/12![Delta logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Wed 7/1510:00 am
PIT
- RFD
2 stops25h 37m
Multiple Airlines
Sun 7/199:19 am
RFD
- PIT
1 stop12h 39m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 3/15. 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 6/96:05 pm
PIT
- MDW
1 stop4h 40m
Delta
Thu 6/115:59 pm
MDW
- PIT
1 stop3h 39m
Delta
Deal found 3/15![Delta logo]()
$300
This Southwest deal was found by Cheapflights users on 3/16. 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 4/238:00 pm
PIT
- STL
1 stop3h 45m
Southwest
Sat 4/256:55 pm
STL
- PIT
Nonstop1h 35m
Southwest
Deal found 3/16![Southwest logo]()
$227
This American Airlines deal was found by Cheapflights users on 3/17. 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 4/111:36 am
PIT
- MLI
2 stops7h 56m
American Airlines
Sun 4/51:36 pm
MLI
- PIT
1 stop3h 31m
American Airlines
Deal found 3/17![American Airlines logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Sat 4/256:15 pm
PIT
- RFD
1 stop16h 32m
Multiple Airlines
Sun 5/311:50 am
RFD
- PIT
1 stop10h 11m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$348
This United Airlines deal was found by Cheapflights users on 3/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/17:20 pm
PIT
- MLI
1 stop4h 42m
United Airlines
Sun 4/510:35 am
MLI
- PIT
1 stop6h 09m
United Airlines
Deal found 3/17![United Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 3/16. 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.
Mon 5/115:45 am
PIT
- ORD
2 stops8h 05m
Southwest
Thu 5/143:05 pm
ORD
- PIT
1 stop7h 15m
Southwest
Deal found 3/16![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 3/15. 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.
Sat 5/2310:31 am
PIT
- MDW
1 stop3h 11m
Delta
Sun 5/246:36 pm
MDW
- PIT
1 stop3h 02m
Delta
Deal found 3/15![Delta logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Wed 6/36:25 am
PIT
- RFD
1 stop29h 12m
Multiple Airlines
Sun 6/1411:27 am
RFD
- PIT
2 stops10h 37m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 3/14. 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 5/66:25 am
PIT
- ORD
1 stop7h 25m
Southwest
Mon 5/112:40 pm
ORD
- PIT
2 stops7h 30m
Southwest
Deal found 3/14![Southwest logo]()
$242
This Southwest deal was found by Cheapflights users on 3/14. 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.
Tue 4/286:25 am
PIT
- ORD
1 stop7h 25m
Southwest
Thu 4/302:40 pm
ORD
- PIT
2 stops7h 30m
Southwest
Deal found 3/14![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 3/16. 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.
Sat 5/304:45 pm
PIT
- MLI
1 stop6h 36m
Delta
Sun 5/315:17 pm
MLI
- PIT
1 stop6h 28m
Delta
Deal found 3/16![Delta logo]()
$364
Last-minute flights from Pittsburgh to IllinoisDiscover last-minute flight deals from Pittsburgh to Illinois. Data last updated March 17, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Illinois. Data last updated March 17, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/99:19 am
PIT
- ORD
Nonstop1h 49m
American Airlines
Mon 4/133:48 pm
ORD
- PIT
Nonstop1h 44m
American Airlines
Deal found 3/15![American Airlines logo]()
$176
This Southwest deal was found by Cheapflights users on 3/12. 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.
Thu 4/98:10 pm
PIT
- MDW
1 stop4h 20m
Southwest
Mon 4/135:40 pm
MDW
- PIT
1 stop3h 35m
Southwest
Deal found 3/12![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 3/16. 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.
Thu 4/912:22 pm
PIT
- MDW
1 stop7h 18m
Delta
Mon 4/136:38 pm
MDW
- PIT
1 stop3h 18m
Delta
Deal found 3/16![Delta logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1410:45 am
PIT
- ORD
1 stop23h 51m
Spirit Airlines
Wed 4/157:15 pm
ORD
- PIT
1 stop21h 05m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$193
This Southwest deal was found by Cheapflights users on 3/12. 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 4/1512:30 pm
PIT
- MDW
2 stops8h 15m
Southwest
Thu 4/165:30 am
MDW
- PIT
1 stop5h 45m
Southwest
Deal found 3/12![Southwest logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Wed 4/1510:45 am
PIT
- ORD
1 stop11h 32m
Multiple Airlines
Wed 4/227:15 pm
ORD
- PIT
1 stop21h 05m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 3/14. 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.
Sat 4/186:00 am
PIT
- MDW
2 stops9h 40m
Southwest
Mon 4/206:55 pm
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 3/14![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 3/12. 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.
Mon 4/205:55 am
PIT
- ORD
1 stop7h 55m
Southwest
Thu 4/232:40 pm
ORD
- PIT
1 stop6h 35m
Southwest
Deal found 3/12![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 3/12. 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.
Tue 4/216:25 am
PIT
- ORD
1 stop7h 25m
Southwest
Thu 4/232:40 pm
ORD
- PIT
2 stops7h 30m
Southwest
Deal found 3/12![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 3/16. 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 4/2110:50 am
PIT
- MDW
2 stops7h 15m
Southwest
Sat 4/256:10 am
MDW
- PIT
1 stop4h 20m
Southwest
Deal found 3/16![Southwest logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Wed 4/296:35 am
PIT
- RFD
1 stop28h 12m
Multiple Airlines
Sun 5/310:37 am
RFD
- PIT
1 stop22h 00m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$195
This United Airlines deal was found by Cheapflights users on 3/13. 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.
Thu 4/307:05 am
PIT
- ORD
Nonstop1h 50m
United Airlines
Wed 5/610:35 am
ORD
- PIT
Nonstop1h 36m
United Airlines
Deal found 3/13![United Airlines logo]()
$177
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 March 17, 2026.
Search for one-way flight options from Pittsburgh to Illinois. Find affordable one-way fares based on user searches. Data last updated March 17, 2026.
This Southwest deal was found by Cheapflights users on 3/16. 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 5/57:10 pm
PIT
- MDW
Nonstop1h 30m
Southwest
Deal found 3/16![Southwest logo]()
$69
This United Airlines deal was found by Cheapflights users on 3/16. 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 5/510:55 am
PIT
- ORD
Nonstop1h 47m
United Airlines
Deal found 3/16![United Airlines logo]()
$69
This Southwest deal was found by Cheapflights users on 3/16. 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 5/56:25 am
PIT
- ORD
1 stop7h 25m
Southwest
Deal found 3/16![Southwest logo]()
$79
This American Airlines deal was found by Cheapflights users on 3/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:19 am
PIT
- ORD
Nonstop1h 49m
American Airlines
Deal found 3/15![American Airlines logo]()
$88
This Southwest deal was found by Cheapflights users on 3/15. 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.
Thu 5/71:35 pm
PIT
- MDW
Nonstop1h 30m
Southwest
Deal found 3/15![Southwest logo]()
$89
This American Airlines deal was found by Cheapflights users on 3/13. 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 5/79:19 am
PIT
- ORD
Nonstop1h 49m
American Airlines
Deal found 3/13![American Airlines logo]()
$89
This Super.com deal was found by Cheapflights users on 3/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:15 pm
PIT
- ORD
1 stop7h 09m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$90
This Expedia deal was found by Cheapflights users on 3/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:15 pm
PIT
- ORD
1 stop7h 09m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Wed 4/1510:45 am
PIT
- ORD
1 stop11h 32m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$93
This Mytrip deal was found by Cheapflights users on 3/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1510:45 am
PIT
- ORD
1 stop14h 39m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$94
This Super.com deal was found by Cheapflights users on 3/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:42 pm
PIT
- ORD
1 stop6h 45m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$95
This Frontier deal was found by Cheapflights users on 3/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:40 pm
PIT
- STL
1 stop13h 11m
Frontier
Deal found 3/12![Frontier logo]()
$96
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 March 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $172 (Southwest) |
One-way from | $69 (Southwest) |
Popular in | December |
Cheapest in | August |
Average price | $347 |
Good round-trip deal | $312 or less |
Good one-way deal | $191 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 March 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 - MDW
PITMDW
Pittsburgh
Wed 4/15
12:30 pm-7:45 pm
2 stops8h 15m
Chicago Midway
Thu 4/16
5:30 am-12:15 pm
1 stop5h 45m
$172
Quickest round-trip
PittsburghChicago
PIT - MDW
PITMDW
Pittsburgh
Thu 4/9
8:00 pm-8:30 pm
Nonstop1h 30m
Chicago Midway
Mon 4/13
7:40 am-10:00 am
Nonstop1h 20m
$177
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Mon 4/20
5:45 am-12:50 pm
2 stops8h 05m
Chicago O'Hare Intl
Thu 4/23
2:40 pm-10:15 pm
1 stop6h 35m
$182
PittsburghChicago
PIT - MDW
PITMDW
Pittsburgh
Wed 4/8
7:10 pm-7:40 pm
Nonstop1h 30m
Chicago Midway
Tue 4/14
11:35 am-6:15 pm
1 stop5h 40m
$187
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 5/7
8:55 pm-9:58 pm
Nonstop2h 03m
Chicago O'Hare Intl
Mon 5/11
3:45 pm-6:24 pm
Nonstop1h 39m
$197
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Wed 4/8
6:25 am-12:50 pm
1 stop7h 25m
Chicago O'Hare Intl
Tue 4/14
2:40 pm-9:20 pm
1 stop5h 40m
$197
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Sat 4/11
6:10 am-3:30 pm
1 stop10h 20m
Chicago O'Hare Intl
Mon 4/13
2:40 pm-10:15 pm
1 stop6h 35m
$202
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Sat 4/25
10:49 am-11:42 am
Nonstop1h 53m
Chicago O'Hare Intl
Wed 4/29
3:00 pm-5:44 pm
Nonstop1h 44m
$207
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 4/16
6:40 am-10:19 am
1 stop4h 39m
Chicago O'Hare Intl
Mon 4/20
8:52 am-1:22 pm
1 stop3h 30m
$217
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Sat 5/16
1:00 pm-4:29 pm
1 stop4h 29m
Chicago O'Hare Intl
Tue 5/26
7:00 am-11:13 am
1 stop3h 13m
$217
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-EVV
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, November is the cheapest month in which you can book a flight from Pittsburgh to Illinois (average of $76). Flying from Pittsburgh to Illinois in July is currently the most expensive (average of $152). 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 March 17, 2026.
It’s optimal to fly from Pittsburgh to Illinois in the evening. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight at noon.
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 March 14, 2026.
Travelers seeking maximum savings on their Pittsburgh to Illinois flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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 March 17, 2026.
The most flights from PIT to USIL are scheduled on a Sunday (47 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (34 on average).
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 March 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.
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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
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 March 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 March 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$92 | Average$402 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$97 | Average$327 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$122 | Average$325 | FlexibilityNo cancel fee | On-time69% |