$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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Aug 29 — Sep 51
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Pittsburgh to Illinois with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Pittsburgh to Illinois
Cheapest
Best
Last-minute
One-way
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 July 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 July 30, 2026.
This Delta deal was found by Cheapflights users on 7/26. 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.
Wed 9/2311:35 am
PIT
- MDW
1 stop7h 44m
Delta
Mon 9/287:01 pm
MDW
- PIT
1 stop3h 57m
Delta
Deal found 7/26![Delta logo]()
$188
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:59 am
PIT
- ORD
1 stop6h 02m
Delta
Mon 8/247:30 pm
ORD
- PIT
1 stop3h 34m
Delta
Deal found 7/28![Delta logo]()
$188
This Delta deal was found by Cheapflights users on 7/25. 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 8/208:35 am
PIT
- ORD
1 stop5h 25m
Delta
Sat 8/225:30 am
ORD
- PIT
1 stop6h 22m
Delta
Deal found 7/25![Delta logo]()
$193
This Southwest deal was found by Cheapflights users on 7/30. 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.
Thu 8/207:00 am
PIT
- STL
Nonstop1h 45m
Southwest
Mon 8/247:35 pm
STL
- PIT
Nonstop1h 40m
Southwest
Deal found 7/30![Southwest logo]()
$197
This KAYAK deal was found by Cheapflights users on 7/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:09 pm
PIT
- ORD
Nonstop1h 50m
United Airlines
Thu 8/207:10 am
ORD
- PIT
Nonstop1h 39m
United Airlines
Deal found 7/27![United Airlines logo]()
$204
This KAYAK deal was found by Cheapflights users on 7/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:30 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Thu 8/207:40 pm
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 7/27![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 8/204:11 pm
PIT
- ORD
Nonstop1h 49m
United Airlines
Mon 8/246:05 pm
ORD
- PIT
Nonstop1h 42m
United Airlines
Deal found 7/29![United Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:45 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Sat 9/53:10 pm
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 7/29![Southwest logo]()
$210
This United Airlines deal was found by Cheapflights users on 7/28. 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 8/277:00 am
PIT
- ORD
Nonstop1h 43m
United Airlines
Fri 8/287:10 am
ORD
- PIT
Nonstop1h 39m
United Airlines
Deal found 7/28![United Airlines logo]()
$210
This United Airlines deal was found by Cheapflights users on 7/27. 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 9/38:45 am
PIT
- ORD
Nonstop1h 49m
United Airlines
Sun 9/62:29 pm
ORD
- PIT
Nonstop1h 43m
United Airlines
Deal found 7/27![United Airlines logo]()
$212
This Southwest deal was found by Cheapflights users on 7/28. 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 9/42:45 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Sun 9/69:10 am
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 7/28![Southwest logo]()
$215
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Fri 9/47:50 pm
PIT
- ORD
Nonstop1h 50m
United Airlines
Sun 9/64:30 pm
ORD
- PIT
Nonstop1h 41m
United Airlines
Deal found 7/28![United Airlines logo]()
$215
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 July 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 July 30, 2026.
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:59 am
PIT
- ORD
1 stop6h 02m
Delta
Mon 8/247:30 pm
ORD
- PIT
1 stop3h 34m
Delta
Deal found 7/28![Delta logo]()
$188
This Southwest deal was found by Cheapflights users on 7/28. 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.
Wed 8/267:20 pm
PIT
- STL
Nonstop1h 40m
Southwest
Wed 9/26:50 pm
STL
- PIT
Nonstop1h 35m
Southwest
Deal found 7/28![Southwest logo]()
$197
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Tue 9/87:50 pm
PIT
- ORD
Nonstop1h 50m
United Airlines
Sat 9/1212:29 pm
ORD
- PIT
Nonstop1h 38m
United Airlines
Deal found 7/28![United Airlines logo]()
$207
This JetBlue deal was found by Cheapflights users on 7/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:34 pm
PIT
- ORD
1 stop7h 51m
JetBlue
Sat 9/129:38 am
ORD
- PIT
1 stop9h 03m
JetBlue
Deal found 7/27![JetBlue logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:00 am
PIT
- RFD
1 stop8h 09m
Multiple Airlines
Mon 8/245:13 pm
RFD
- PIT
1 stop17h 08m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Thu 10/226:00 am
PIT
- RFD
1 stop26h 54m
Allegiant Air
Sun 10/251:12 pm
RFD
- PIT
1 stop7h 28m
Allegiant Air
Deal found 7/27![Allegiant Air logo]()
$293
This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:41 am
PIT
- MLI
1 stop5h 46m
American Airlines
Sun 9/204:57 pm
MLI
- PIT
1 stop5h 33m
American Airlines
Deal found 7/28![American Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:10 am
PIT
- STL
1 stop5h 00m
Southwest
Thu 9/37:35 pm
STL
- PIT
Nonstop1h 45m
Southwest
Deal found 7/29![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 7/29. 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 10/165:11 am
PIT
- ORD
Nonstop1h 48m
United Airlines
Mon 10/192:13 pm
ORD
- PIT
Nonstop1h 44m
United Airlines
Deal found 7/29![United Airlines logo]()
$210
This Southwest deal was found by Cheapflights users on 7/30. 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.
Wed 9/96:40 am
PIT
- STL
Nonstop1h 40m
Southwest
Mon 9/142:25 pm
STL
- PIT
1 stop7h 50m
Southwest
Deal found 7/30![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 7/29. 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 8/216:05 am
PIT
- ORD
1 stop5h 18m
Delta
Wed 9/95:30 am
ORD
- PIT
1 stop7h 06m
Delta
Deal found 7/29![Delta logo]()
$230
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Fri 9/47:50 pm
PIT
- ORD
Nonstop1h 50m
United Airlines
Sun 9/64:30 pm
ORD
- PIT
Nonstop1h 41m
United Airlines
Deal found 7/28![United Airlines logo]()
$215
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:00 am
PIT
- STL
Nonstop1h 45m
Southwest
Sat 9/2611:45 am
STL
- PIT
1 stop5h 55m
Southwest
Deal found 7/29![Southwest logo]()
$207
This JetBlue deal was found by Cheapflights users on 7/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/151:00 pm
PIT
- ORD
1 stop7h 12m
JetBlue
Thu 11/194:30 pm
ORD
- PIT
1 stop5h 53m
JetBlue
Deal found 7/29![JetBlue logo]()
$251
This Delta deal was found by Cheapflights users on 7/29. 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 10/233:59 pm
PIT
- ORD
1 stop6h 37m
Delta
Mon 10/262:29 pm
ORD
- PIT
1 stop7h 27m
Delta
Deal found 7/29![Delta logo]()
$230
This JetBlue deal was found by Cheapflights users on 7/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:34 pm
PIT
- ORD
1 stop7h 52m
JetBlue
Tue 9/111:01 am
ORD
- PIT
1 stop5h 46m
JetBlue
Deal found 7/29![JetBlue logo]()
$251
This Delta deal was found by Cheapflights users on 7/27. 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.
Wed 9/23:25 pm
PIT
- ORD
1 stop7h 59m
Delta
Mon 9/76:59 am
ORD
- PIT
1 stop3h 20m
Delta
Deal found 7/27![Delta logo]()
$230
This Southwest deal was found by Cheapflights users on 7/27. 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.
Fri 8/218:40 am
PIT
- MDW
Nonstop1h 20m
Southwest
Mon 8/241:05 pm
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 7/27![Southwest logo]()
$210
This United Airlines deal was found by Cheapflights users on 7/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:11 pm
PIT
- ORD
Nonstop1h 44m
United Airlines
Sun 10/253:45 pm
ORD
- PIT
Nonstop1h 34m
United Airlines
Deal found 7/25![United Airlines logo]()
$256
This Southwest deal was found by Cheapflights users on 7/28. 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 9/42:45 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Sun 9/69:10 am
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 7/28![Southwest logo]()
$215
This Delta deal was found by Cheapflights users on 7/30. 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.
Fri 9/185:40 pm
PIT
- STL
1 stop7h 02m
Delta
Sat 9/194:10 pm
STL
- PIT
1 stop5h 45m
Delta
Deal found 7/30![Delta logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Thu 10/19:00 am
PIT
- RFD
1 stop6h 26m
Multiple Airlines
Mon 10/56:31 pm
RFD
- PIT
1 stop17h 25m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 7/30. 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 10/136:00 am
PIT
- STL
1 stop5h 51m
Delta
Fri 10/167:20 pm
STL
- PIT
1 stop4h 26m
Delta
Deal found 7/30![Delta logo]()
$237
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Tue 8/118:59 pm
PIT
- MLI
1 stop4h 09m
American Airlines
Sat 8/156:00 am
MLI
- PIT
1 stop5h 24m
American Airlines
Deal found 7/27![American Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:10 am
PIT
- MDW
Nonstop1h 30m
Southwest
Mon 10/265:50 pm
MDW
- PIT
1 stop3h 40m
Southwest
Deal found 7/29![Southwest logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:30 am
PIT
- RFD
1 stop12h 38m
Allegiant Air
Sun 11/151:08 pm
RFD
- PIT
1 stop6h 59m
Allegiant Air
Deal found 7/28![Allegiant Air logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Thu 8/278:00 am
PIT
- RFD
1 stop8h 09m
Multiple Airlines
Thu 9/33:53 pm
RFD
- PIT
2 stops49h 22m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 9/178:47 pm
PIT
- MLI
1 stop4h 18m
American Airlines
Sat 9/196:00 am
MLI
- PIT
2 stops7h 13m
American Airlines
Deal found 7/29![American Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 7/30. 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 9/187:25 pm
PIT
- STL
1 stop3h 45m
Southwest
Sat 9/1910:15 am
STL
- PIT
Nonstop1h 40m
Southwest
Deal found 7/30![Southwest logo]()
$227
This United Airlines deal was found by Cheapflights users on 7/28. 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 9/37:00 am
PIT
- MLI
1 stop3h 54m
United Airlines
Sat 9/55:09 pm
MLI
- PIT
1 stop6h 01m
United Airlines
Deal found 7/28![United Airlines logo]()
$319
Last-minute flights from Pittsburgh to IllinoisDiscover last-minute flight deals from Pittsburgh to Illinois. Data last updated July 30, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Illinois. Data last updated July 30, 2026 and is based on user searches.
This KAYAK deal was found by Cheapflights users on 7/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:09 pm
PIT
- ORD
Nonstop1h 50m
United Airlines
Thu 8/207:10 am
ORD
- PIT
Nonstop1h 39m
United Airlines
Deal found 7/27![United Airlines logo]()
$204
This KAYAK deal was found by Cheapflights users on 7/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:30 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Thu 8/207:40 pm
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 7/27![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:57 pm
PIT
- ORD
1 stop5h 52m
Delta
Thu 8/2011:30 am
ORD
- PIT
1 stop5h 30m
Delta
Deal found 7/28![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:59 am
PIT
- ORD
1 stop6h 02m
Delta
Mon 8/247:30 pm
ORD
- PIT
1 stop3h 34m
Delta
Deal found 7/28![Delta logo]()
$188
This Southwest deal was found by Cheapflights users on 7/30. 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.
Thu 8/207:00 am
PIT
- STL
Nonstop1h 45m
Southwest
Mon 8/247:35 pm
STL
- PIT
Nonstop1h 40m
Southwest
Deal found 7/30![Southwest logo]()
$197
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 8/204:11 pm
PIT
- ORD
Nonstop1h 49m
United Airlines
Mon 8/246:05 pm
ORD
- PIT
Nonstop1h 42m
United Airlines
Deal found 7/29![United Airlines logo]()
$207
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:52 pm
PIT
- STL
1 stop4h 07m
United Airlines
Mon 8/248:00 am
STL
- PIT
1 stop4h 15m
United Airlines
Deal found 7/30![United Airlines logo]()
$212
This Delta deal was found by Cheapflights users on 7/30. 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.
Thu 8/205:50 am
PIT
- MDW
1 stop5h 09m
Delta
Sat 8/226:42 pm
MDW
- PIT
1 stop3h 09m
Delta
Deal found 7/30![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/209:34 am
PIT
- ORD
1 stop4h 20m
American Airlines
Sat 8/2212:39 pm
ORD
- PIT
Nonstop1h 37m
American Airlines
Deal found 7/26![American Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:30 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Wed 9/98:45 am
MDW
- PIT
Nonstop1h 35m
Southwest
Deal found 7/29![Southwest logo]()
$210
This United Airlines deal was found by Cheapflights users on 7/28. 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 8/277:00 am
PIT
- ORD
Nonstop1h 43m
United Airlines
Fri 8/287:10 am
ORD
- PIT
Nonstop1h 39m
United Airlines
Deal found 7/28![United Airlines logo]()
$210
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:35 am
PIT
- STL
1 stop7h 00m
Southwest
Thu 9/311:40 am
STL
- PIT
1 stop5h 00m
Southwest
Deal found 7/29![Southwest logo]()
$217
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 July 30, 2026.
Search for one-way flight options from Pittsburgh to Illinois. Find affordable one-way fares based on user searches. Data last updated July 30, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:30 pm
PIT
- MDW
Nonstop1h 20m
Southwest
Deal found 7/29![Southwest logo]()
$69
This American Airlines deal was found by Cheapflights users on 7/26. 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 9/104:06 pm
PIT
- ORD
Nonstop1h 52m
American Airlines
Deal found 7/26![American Airlines logo]()
$69
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Mon 9/284:06 pm
PIT
- ORD
Nonstop1h 52m
American Airlines
Deal found 7/25![American Airlines logo]()
$70
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Sun 9/64:06 pm
PIT
- ORD
Nonstop1h 53m
American Airlines
Deal found 7/29![American Airlines logo]()
$74
This Delta deal was found by Cheapflights users on 7/29. 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 8/296:29 pm
PIT
- MDW
1 stop5h 07m
Delta
Deal found 7/29![Delta logo]()
$79
This Delta deal was found by Cheapflights users on 7/30. 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.
Thu 8/271:00 pm
PIT
- ORD
1 stop6h 03m
Delta
Deal found 7/30![Delta logo]()
$79
This Delta deal was found by Cheapflights users on 7/29. 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.
Sun 9/66:29 pm
PIT
- ORD
1 stop6h 28m
Delta
Deal found 7/29![Delta logo]()
$84
This Southwest deal was found by Cheapflights users on 7/26. 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 8/256:30 am
PIT
- MDW
2 stops11h 20m
Southwest
Deal found 7/26![Southwest logo]()
$90
This Expedia deal was found by Cheapflights users on 7/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/242:32 pm
PIT
- ORD
1 stop9h 27m
Frontier
Deal found 7/29![Frontier logo]()
$91
This Southwest deal was found by Cheapflights users on 7/27. 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 10/216:50 am
PIT
- STL
Nonstop1h 55m
Southwest
Deal found 7/27![Southwest logo]()
$99
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Tue 9/156:10 pm
PIT
- ORD
Nonstop1h 50m
United Airlines
Deal found 7/27![United Airlines logo]()
$102
This KAYAK deal was found by Cheapflights users on 7/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:00 pm
PIT
- ORD
1 stop7h 15m
Delta
Deal found 7/27![Delta logo]()
$103
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 July 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $188 (Delta) |
One-way from | $69 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $354 |
Good round-trip deal | $344 or less |
Good one-way deal | $184 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 July 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 - ORD
PITORD
Pittsburgh
Thu 8/20
11:59 am-5:01 pm
1 stop6h 02m
Chicago O'Hare Intl
Mon 8/24
7:30 pm-12:04 am
1 stop3h 34m
$188
PittsburghSt. Louis
PIT - STL
PITSTL
Pittsburgh
Wed 8/26
7:20 pm-8:00 pm
Nonstop1h 40m
Lambert-St Louis
Wed 9/2
6:50 pm-9:25 pm
Nonstop1h 35m
$197
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Tue 9/8
7:50 pm-8:40 pm
Nonstop1h 50m
Chicago O'Hare Intl
Sat 9/12
12:29 pm-3:07 pm
Nonstop1h 38m
$207
PittsburghSt. Louis
PIT - STL
PITSTL
Pittsburgh
Thu 8/27
6:10 am-10:10 am
1 stop5h 00m
Lambert-St Louis
Thu 9/3
7:35 pm-10:20 pm
Nonstop1h 45m
$207
PittsburghSt. Louis
PIT - STL
PITSTL
Pittsburgh
Wed 9/9
6:40 am-7:20 am
Nonstop1h 40m
Lambert-St Louis
Mon 9/14
2:25 pm-11:15 pm
1 stop7h 50m
$207
PittsburghSt. Louis
PIT - STL
PITSTL
Pittsburgh
Thu 9/24
7:00 am-7:45 am
Nonstop1h 45m
Lambert-St Louis
Sat 9/26
11:45 am-6:40 pm
1 stop5h 55m
$207
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Fri 10/16
5:11 am-5:59 am
Nonstop1h 48m
Chicago O'Hare Intl
Mon 10/19
2:13 pm-4:57 pm
Nonstop1h 44m
$210
Quickest round-trip
PittsburghChicago
PIT - MDW
PITMDW
Pittsburgh
Fri 8/21
8:40 am-9:00 am
Nonstop1h 20m
Chicago Midway
Mon 8/24
1:05 pm-3:30 pm
Nonstop1h 25m
$210
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Fri 9/4
7:50 pm-8:40 pm
Nonstop1h 50m
Chicago O'Hare Intl
Sun 9/6
4:30 pm-7:11 pm
Nonstop1h 41m
$215
PittsburghChicago
PIT - MDW
PITMDW
Pittsburgh
Fri 9/4
2:45 pm-3:05 pm
Nonstop1h 20m
Chicago Midway
Sun 9/6
9:10 am-11:35 am
Nonstop1h 25m
$215
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, October is the cheapest month in which you can book a flight from Pittsburgh to Illinois (average of $278). Flying from Pittsburgh to Illinois in July is currently the most expensive (average of $391). 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 July 30, 2026.
It’s optimal to fly from Pittsburgh to Illinois in the evening. By choosing this option you can save up to 9% 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 July 30, 2026.
The most flights from PIT to USIL are scheduled on a Monday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 on average).
How much does it cost to fly round-trip from Pittsburgh to Illinois?
Airfare is typical for this route at the moment.
Pittsburgh to Illinois flights typically cost between $181 and $424 in August.The cheapest round-trip price found within the last 5 days was $188 on Delta (Aug 20-Aug 22).
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 84 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 July 25, 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. Monday mornings 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 July 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.
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
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 July 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 2,558,603 searches. Data last updated July 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$334 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$131 | Average$351 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$137 | Average$427 | FlexibilityNo cancel fee | On-time69% |