$106+ Cheap flights from Chicago (CHI) to Pittsburgh (PIT)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PIT
Dec 8 — Dec 151
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Pittsburgh 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.Cheapflights Tip: The best prices from Chicago to Pittsburgh are usually found in September or January, booked 50 days in advance, depart on a Thursday or Friday and return on a Friday
Cheap flight deals from Chicago to Pittsburgh
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Cheapest flights from Chicago to PittsburghExplore the most affordable flight options available from Chicago to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 8, 2026.
Explore the most affordable flight options available from Chicago to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 8, 2026.
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/11:15 pm -
2 stops7h 25m
Tue 12/812:20 pm -
2 stops8h 25m
Deal found 11/3![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” 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 12/307:40 am -
Nonstop1h 20m
Sat 1/96:20 am -
1 stop5h 25m
Deal found 11/8![Southwest logo]()
$309
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” 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 12/227:00 am -
1 stop7h 07m
Tue 12/298:00 am -
Nonstop2h 08m
Deal found 11/8![American Airlines logo]()
$309
This Priceline deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” 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 12/175:01 am -
1 stop11h 15m
Mon 12/216:11 pm -
1 stop7h 57m
Deal found 11/7![Frontier logo]()
$310
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/88:25 am -
2 stops7h 30m
Tue 12/87:10 pm -
1 stop4h 35m
Deal found 11/5![Southwest logo]()
$311
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” 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 12/52:18 pm -
Nonstop1h 39m
Mon 12/76:27 am -
Nonstop1h 53m
Deal found 11/7![United Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Sun 12/207:40 am -
Nonstop1h 20m
Fri 1/18:25 am -
Nonstop1h 35m
Deal found 11/4![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Sun 12/203:55 pm -
Nonstop1h 45m
Fri 1/16:45 am -
Nonstop2h 08m
Deal found 11/4![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/2112:50 pm -
2 stops9h 25m
Fri 1/15:35 am -
1 stop4h 25m
Deal found 11/4![Southwest logo]()
$317
This Priceline deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:35 am -
1 stop10h 53m
Sun 12/66:28 pm -
1 stop7h 40m
Deal found 11/5![Frontier logo]()
$318
This Trip.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/228:35 pm -
1 stop19h 49m
Tue 12/296:11 pm -
1 stop26h 19m
Deal found 11/6![Frontier logo]()
$319
This Frontier deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:51 am -
1 stop6h 41m
Mon 11/236:59 pm -
1 stop6h 44m
Deal found 11/4![Frontier logo]()
$320
Best flights from Chicago to PittsburghDiscover carefully curated flight deals from Chicago to Pittsburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 8, 2026.
Discover carefully curated flight deals from Chicago to Pittsburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 8, 2026.
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/11:15 pm -
2 stops7h 25m
Tue 12/812:20 pm -
2 stops8h 25m
Deal found 11/3![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 1/89:20 pm -
Nonstop1h 39m
Sun 1/107:20 pm -
Nonstop2h 01m
Deal found 11/4![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/225:55 pm -
1 stop4h 04m
Wed 12/3010:31 am -
1 stop3h 15m
Deal found 11/4![Delta logo]()
$341
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 2/41:00 pm -
Nonstop1h 20m
Sun 2/142:05 pm -
Nonstop1h 35m
Deal found 11/5![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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.
Sun 12/207:10 am -
Nonstop1h 42m
Fri 1/16:45 am -
Nonstop2h 08m
Deal found 11/5![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:00 am -
1 stop7h 35m
Sun 12/206:00 pm -
1 stop3h 18m
Deal found 11/4![Delta logo]()
$341
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” 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 12/91:15 pm -
2 stops7h 25m
Tue 12/157:10 pm -
1 stop4h 35m
Deal found 11/7![Southwest logo]()
$324
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/239:20 pm -
Nonstop1h 39m
Sun 12/276:45 am -
Nonstop2h 08m
Deal found 11/5![United Airlines logo]()
$361
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” 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 1/78:40 am -
Nonstop1h 30m
Tue 1/1211:00 am -
2 stops11h 20m
Deal found 11/7![Southwest logo]()
$329
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/305:55 pm -
1 stop4h 04m
Sat 1/26:00 pm -
1 stop3h 28m
Deal found 11/3![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/225:55 pm -
1 stop4h 04m
Mon 12/286:00 am -
1 stop11h 53m
Deal found 11/4![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/312:29 pm -
Nonstop1h 34m
Mon 12/77:25 pm -
Nonstop1h 55m
Deal found 11/4![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/227:40 am -
Nonstop1h 20m
Tue 12/293:10 pm -
Nonstop1h 30m
Deal found 11/4![Southwest logo]()
$350
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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 12/243:55 pm -
Nonstop1h 45m
Sun 1/38:45 am -
Nonstop2h 00m
Deal found 11/6![United Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1712:50 pm -
2 stops10h 05m
Sat 12/196:20 am -
2 stops12h 15m
Deal found 11/5![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1712:39 pm -
1 stop4h 51m
Sun 12/206:25 am -
1 stop5h 36m
Deal found 11/7![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1711:10 am -
2 stops7h 25m
Mon 12/2112:30 pm -
2 stops8h 45m
Deal found 11/7![Southwest logo]()
$359
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” 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 12/57:29 am -
Nonstop1h 37m
Sun 12/66:00 pm -
Nonstop1h 48m
Deal found 11/7![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:40 am -
Nonstop1h 25m
Mon 12/77:10 pm -
1 stop4h 35m
Deal found 11/7![Southwest logo]()
$371
This United Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” 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 12/307:10 am -
Nonstop1h 42m
Fri 1/87:20 pm -
Nonstop2h 01m
Deal found 11/8![United Airlines logo]()
$414
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” 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 1/221:40 pm -
Nonstop1h 20m
Sun 1/246:50 am -
1 stop5h 00m
Deal found 11/7![Southwest logo]()
$407
Last-minute flights from Chicago to PittsburghDiscover last-minute flight deals from Chicago to Pittsburgh. Data last updated November 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Pittsburgh. Data last updated November 8, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:51 am -
1 stop6h 41m
Mon 11/236:59 pm -
1 stop6h 44m
Deal found 11/4![Frontier logo]()
$320
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/11:15 pm -
2 stops7h 25m
Tue 12/812:20 pm -
2 stops8h 25m
Deal found 11/3![Southwest logo]()
$307
This Priceline deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:35 am -
1 stop10h 53m
Sun 12/66:28 pm -
1 stop7h 40m
Deal found 11/5![Frontier logo]()
$318
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” 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 12/52:18 pm -
Nonstop1h 39m
Mon 12/76:27 am -
Nonstop1h 53m
Deal found 11/7![United Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/88:25 am -
2 stops7h 30m
Tue 12/87:10 pm -
1 stop4h 35m
Deal found 11/5![Southwest logo]()
$311
This Priceline deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” 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 12/175:01 am -
1 stop11h 15m
Mon 12/216:11 pm -
1 stop7h 57m
Deal found 11/7![Frontier logo]()
$310
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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.
Sun 12/207:40 am -
Nonstop1h 20m
Fri 1/18:25 am -
Nonstop1h 35m
Deal found 11/3![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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.
Sun 12/203:55 pm -
Nonstop1h 45m
Fri 1/16:45 am -
Nonstop2h 08m
Deal found 11/3![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/2112:50 pm -
2 stops9h 25m
Fri 1/15:35 am -
1 stop4h 25m
Deal found 11/4![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” 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 12/227:00 am -
1 stop7h 07m
Tue 12/298:00 am -
Nonstop2h 08m
Deal found 11/8![American Airlines logo]()
$309
This Trip.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/228:35 pm -
1 stop19h 49m
Tue 12/296:11 pm -
1 stop26h 19m
Deal found 11/6![Frontier logo]()
$319
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” 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 12/307:40 am -
Nonstop1h 20m
Sat 1/96:20 am -
1 stop5h 25m
Deal found 11/8![Southwest logo]()
$309
One-way flights from Chicago to PittsburghSearch for one-way flight options from Chicago to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated November 8, 2026.
Search for one-way flight options from Chicago to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated November 8, 2026.
This Frontier deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Wed 11/255:40 am -
1 stop11h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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.
Wed 12/21:19 pm -
1 stop27h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$109
This CheapOair deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/258:42 pm -
1 stop20h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$111
This Priceline deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” 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.
Sat 12/125:35 am -
1 stop10h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Frontier logo]()
$111
This CheapOair deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” 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.
Sat 12/198:35 pm -
1 stop19h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Frontier logo]()
$116
This Super.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:35 am -
1 stop10h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Frontier logo]()
$123
This CheapOair deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/238:35 pm -
1 stop19h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$130
This Trip.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/78:30 pm -
1 stop15h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$134
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/41:40 pm -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Southwest logo]()
$139
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/256:54 am -
Nonstop1h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![American Airlines logo]()
$139
This Orbitz deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:51 am -
1 stop6h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$140
This Super.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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.
Sun 12/135:24 pm -
1 stop23h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Frontier logo]()
$141
Find flight deals from Chicago to Pittsburgh
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pittsburgh (PIT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $307 (Southwest) |
One-way from | $106 (Frontier) |
Popular in | February |
Cheapest in | September |
Average price | $387 |
Good round-trip deal | $346 or less |
Good one-way deal | $159 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Pittsburgh that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 8, 2026.
Use the filters below to find and compare flights from Chicago to Pittsburgh that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Fri 12/4
1:40 pm-4:05 pm
Nonstop1h 25m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoPittsburgh
ORD Chicago O'Hare Intl - PIT Pittsburgh
ORDPIT
Chicago O'Hare Intl
Wed 1/27
6:15 pm-9:00 pm
Nonstop1h 45m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
Quickest round-trip
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Fri 12/11
1:05 pm-3:25 pm
Nonstop1h 20m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoPittsburgh
ORD Chicago O'Hare Intl - PIT Pittsburgh
ORDPIT
Chicago O'Hare Intl
Fri 11/27
2:16 pm-4:55 pm
Nonstop1h 39m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoPittsburgh
ORD Chicago O'Hare Intl - PIT Pittsburgh
ORDPIT
Chicago O'Hare Intl
Fri 12/4
2:39 pm-10:56 pm
1 stop7h 17m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Sat 1/16
8:00 am-10:30 am
Nonstop1h 30m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$150
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Sat 12/12
3:35 pm-6:00 pm
Nonstop1h 25m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$150
ChicagoPittsburgh
ORD Chicago O'Hare Intl - PIT Pittsburgh
ORDPIT
Chicago O'Hare Intl
Wed 12/30
5:55 pm-10:59 pm
1 stop4h 04m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoPittsburgh
ORD Chicago O'Hare Intl - PIT Pittsburgh
ORDPIT
Chicago O'Hare Intl
Thu 12/10
9:28 pm-11:59 pm
Nonstop1h 31m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$165
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Thu 12/10
1:40 pm-4:05 pm
Nonstop1h 25m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$165
Showing 1-10 of 36 resultsSorted by cheapest first
Compare providers for flights from Chicago to Pittsburgh
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Pittsburgh in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Pittsburgh flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Pittsburgh flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Pittsburgh flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Pittsburgh flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Pittsburgh flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Pittsburgh
Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Chicago with our price prediction graph.
CHI-PIT
ORD-PIT
MDW-PIT
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 Chicago to Pittsburgh
CHI-PIT
ORD-PIT
MDW-PIT
What is the cheapest month to book a flight from Chicago to Pittsburgh?
Currently, September is the cheapest month in which you can book a flight from Chicago to Pittsburgh (average of $274). Flying from Chicago to Pittsburgh in February is currently the most expensive (average of $469). 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 CHI to PIT?
Find hourly flight availability from Chicago to Pittsburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 8, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Pittsburgh in the morning. If you’re flexible enough to do this you can expect to save up to 19% on your trip compared to booking a flight in the afternoon.
Weekly flight availability from Chicago to Pittsburgh
Explore weekly flight availability from Chicago to Pittsburgh. 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 November 8, 2026.
The most flights from CHI to PIT are scheduled on a Friday (55 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (32 on average).
How much does it cost to fly round-trip from Chicago to Pittsburgh?
Airfare is below average for this route at the moment.
Chicago to Pittsburgh flights typically cost between $335 and $422 in December.The cheapest round-trip price found within the last 5 days was $309 on Southwest (Dec 30-Jan 9).
How often are flights from Chicago to Pittsburgh delayed?
About 15% of weekly flights between Chicago and Pittsburgh have experienced delays in the past year, with the average delay time being 100 minutes.
What is the most punctual flight time for Chicago to Pittsburgh flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Friday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Pittsburgh flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 14% of flights being delayed.
How far ahead should I book a flight from Chicago to Pittsburgh?
The best time to book flights from Chicago to Pittsburgh is 49 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Chicago to Pittsburgh?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Pittsburgh. Price data was last updated on October 31, 2026.
Travelers seeking maximum savings on their Chicago to Pittsburgh flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago to Pittsburgh flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Pittsburgh trip
Our travel experts
Reviews of airlines servicing Pittsburgh
Get insights into the airlines that provide service to Pittsburgh. 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 Pittsburgh. Reviews last updated November 8, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to Pittsburgh. 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
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Chicago to Pittsburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Pittsburgh?
Book flights to Pittsburgh if you plan to visit one of these locationsMonroeville
Washington
Chester
Mars
Wexford
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Chicago and Pittsburgh flights
Browse other Chicago and Pittsburgh flight options. Last updated on November 8, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on November 8, 2026.
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Top 3 airlines flying from Chicago to Pittsburgh
Discover the top 3 airlines that operate flights from Chicago to Pittsburgh. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$343 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$137 | Average$343 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$172 | Average$438 | FlexibilityNo cancel fee | On-time69% |