$66+ Cheap flights from Pittsburgh (PIT) to Wisconsin
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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — MKE
Apr 9 — Apr 161
Round-trip
1 adult, Economy
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Cheapest flights from Pittsburgh to WisconsinExplore the most affordable flight options available from Pittsburgh to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.
Explore the most affordable flight options available from Pittsburgh to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 3/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:36 pm
PIT
- MSP
Nonstop2h 15m
Sun Country Air
Sun 5/317:50 am
MSP
- PIT
Nonstop1h 58m
Sun Country Air
Deal found 3/5![Sun Country Air logo]()
$158
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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
- ORD
2 stops10h 30m
Southwest
Tue 4/212:40 pm
ORD
- PIT
1 stop5h 40m
Southwest
Deal found 3/9![Southwest logo]()
$172
This American Airlines deal was found by Cheapflights users on 3/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/19:00 am
PIT
- ORD
Nonstop1h 50m
American Airlines
Mon 4/69:31 pm
ORD
- PIT
Nonstop1h 28m
American Airlines
Deal found 3/5![American Airlines logo]()
$173
This Southwest deal was found by Cheapflights users on 3/8. 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.
Sat 4/116:10 am
PIT
- ORD
1 stop10h 20m
Southwest
Mon 4/132:40 pm
ORD
- PIT
2 stops7h 30m
Southwest
Deal found 3/8![Southwest logo]()
$175
This Southwest deal was found by Cheapflights users on 3/5. 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.
Wed 4/226:25 am
PIT
- ORD
1 stop7h 25m
Southwest
Tue 5/52:40 pm
ORD
- PIT
1 stop5h 40m
Southwest
Deal found 3/5![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Thu 4/97:12 pm
PIT
- ORD
Nonstop1h 54m
American Airlines
Mon 4/136:17 pm
ORD
- PIT
Nonstop1h 43m
American Airlines
Deal found 3/8![American Airlines logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 3/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/251:59 pm
PIT
- MSP
Nonstop2h 15m
Sun Country Air
Sun 6/287:25 am
MSP
- PIT
Nonstop2h 04m
Sun Country Air
Deal found 3/5![Sun Country Air logo]()
$178
This United Airlines deal was found by Cheapflights users on 3/5. 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.
Thu 4/27:00 am
PIT
- ORD
Nonstop1h 49m
United Airlines
Thu 4/912:45 pm
ORD
- PIT
Nonstop1h 41m
United Airlines
Deal found 3/5![United Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 3/5. 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 4/95:55 am
PIT
- ORD
1 stop7h 55m
Southwest
Tue 4/142:40 pm
ORD
- PIT
1 stop5h 40m
Southwest
Deal found 3/5![Southwest logo]()
$182
This American Airlines deal was found by Cheapflights users on 3/5. 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 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
Sat 4/118:21 am
ORD
- PIT
Nonstop1h 43m
American Airlines
Deal found 3/5![American Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 5/45:55 am
PIT
- ORD
1 stop7h 55m
Southwest
Mon 5/112:40 pm
ORD
- PIT
1 stop6h 35m
Southwest
Deal found 3/9![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:55 am
PIT
- ORD
1 stop7h 55m
Southwest
Mon 4/132:40 pm
ORD
- PIT
1 stop6h 35m
Southwest
Deal found 3/6![Southwest logo]()
$193
Best flights from Pittsburgh to WisconsinDiscover carefully curated flight deals from Pittsburgh to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
Discover carefully curated flight deals from Pittsburgh to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
This Delta deal was found by Cheapflights users on 3/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:59 am
PIT
- ORD
1 stop6h 48m
Delta
Tue 5/58:52 am
ORD
- PIT
1 stop3h 30m
Delta
Deal found 3/5![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 3/7. 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 6/36:25 am
PIT
- ORD
1 stop7h 25m
Southwest
Thu 6/46:00 am
ORD
- PIT
1 stop9h 00m
Southwest
Deal found 3/7![Southwest logo]()
$177
This United Airlines deal was found by Cheapflights users on 3/5. 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.
Thu 5/77:05 am
PIT
- ORD
Nonstop1h 50m
United Airlines
Mon 5/182:10 pm
ORD
- PIT
Nonstop1h 41m
United Airlines
Deal found 3/5![United Airlines logo]()
$239
This JetBlue deal was found by Cheapflights users on 3/6. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/281:03 pm
PIT
- ORD
1 stop7h 22m
JetBlue
Tue 8/410:48 am
ORD
- PIT
1 stop7h 34m
JetBlue
Deal found 3/6![JetBlue logo]()
$251
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/176:12 am
PIT
- GRB
1 stop4h 00m
American Airlines
Sun 4/195:40 am
GRB
- PIT
1 stop4h 24m
American Airlines
Deal found 3/9![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:59 am
PIT
- ORD
1 stop6h 48m
Delta
Wed 4/298:52 am
ORD
- PIT
1 stop3h 30m
Delta
Deal found 3/8![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Tue 6/910:54 am
PIT
- ORD
Nonstop1h 48m
United Airlines
Tue 6/1610:25 am
ORD
- PIT
Nonstop1h 44m
United Airlines
Deal found 3/6![United Airlines logo]()
$240
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 5/45:45 am
PIT
- ORD
2 stops8h 05m
Southwest
Mon 5/112:40 pm
ORD
- PIT
2 stops7h 30m
Southwest
Deal found 3/9![Southwest logo]()
$247
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Tue 4/76:00 pm
PIT
- ORD
Nonstop1h 56m
United Airlines
Fri 4/102:10 pm
ORD
- PIT
Nonstop1h 40m
United Airlines
Deal found 3/6![United Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 3/315:25 pm
PIT
- ORD
1 stop5h 01m
Delta
Thu 4/25:40 pm
ORD
- PIT
1 stop4h 06m
Delta
Deal found 3/9![Delta logo]()
$248
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 3/244:45 pm
PIT
- ATW
1 stop5h 36m
American Airlines
Sat 3/286:35 pm
ATW
- PIT
1 stop4h 36m
American Airlines
Deal found 3/9![American Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/65:55 pm
PIT
- MKE
1 stop7h 00m
Southwest
Mon 4/135:50 am
MKE
- PIT
1 stop3h 10m
Southwest
Deal found 3/9![Southwest logo]()
$269
This Delta deal was found by Cheapflights users on 3/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:30 am
PIT
- ORD
1 stop3h 40m
Delta
Mon 4/65:40 pm
ORD
- PIT
1 stop4h 06m
Delta
Deal found 3/5![Delta logo]()
$248
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Thu 4/167:45 pm
PIT
- MSN
1 stop4h 43m
American Airlines
Sun 4/192:18 pm
MSN
- PIT
1 stop5h 42m
American Airlines
Deal found 3/8![American Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Sat 4/257:00 am
PIT
- MKE
1 stop4h 00m
United Airlines
Mon 4/276:50 am
MKE
- PIT
1 stop5h 15m
United Airlines
Deal found 3/6![United Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/186:10 am
PIT
- MKE
1 stop4h 05m
Southwest
Mon 4/205:50 am
MKE
- PIT
1 stop3h 10m
Southwest
Deal found 3/9![Southwest logo]()
$269
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:35 pm
PIT
- ORD
1 stop5h 19m
Delta
Sat 4/117:10 am
ORD
- PIT
1 stop5h 17m
Delta
Deal found 3/8![Delta logo]()
$250
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/86:00 am
PIT
- CWA
2 stops8h 43m
American Airlines
Wed 4/152:13 pm
CWA
- PIT
1 stop5h 47m
American Airlines
Deal found 3/9![American Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 3/6. 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 5/216:49 am
PIT
- ATW
1 stop4h 14m
United Airlines
Sun 5/2410:38 am
ATW
- PIT
1 stop5h 27m
United Airlines
Deal found 3/6![United Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:25 am
PIT
- MKE
1 stop3h 50m
Southwest
Mon 4/275:50 am
MKE
- PIT
2 stops6h 05m
Southwest
Deal found 3/6![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 3/7. 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.
Fri 5/226:25 pm
PIT
- GRB
1 stop5h 27m
Delta
Sun 5/244:19 pm
GRB
- PIT
1 stop6h 31m
Delta
Deal found 3/7![Delta logo]()
$269
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Fri 5/226:11 pm
PIT
- ATW
1 stop7h 04m
United Airlines
Sun 5/245:00 am
ATW
- PIT
1 stop3h 58m
United Airlines
Deal found 3/6![United Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/131:35 pm
PIT
- MKE
2 stops10h 25m
Southwest
Thu 4/167:10 am
MKE
- PIT
1 stop3h 50m
Southwest
Deal found 3/6![Southwest logo]()
$274
This American Airlines deal was found by Cheapflights users on 3/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:38 pm
PIT
- GRB
1 stop4h 15m
American Airlines
Sun 5/246:00 am
GRB
- PIT
2 stops7h 40m
American Airlines
Deal found 3/5![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 3/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:00 am
PIT
- DLH
1 stop7h 04m
Delta
Wed 6/34:30 pm
DLH
- PIT
1 stop6h 20m
Delta
Deal found 3/5![Delta logo]()
$278
This Southwest deal was found by Cheapflights users on 3/5. 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 4/308:00 pm
PIT
- MKE
1 stop3h 15m
Southwest
Sun 5/35:10 pm
MKE
- PIT
1 stop3h 20m
Southwest
Deal found 3/5![Southwest logo]()
$288
This United Airlines deal was found by Cheapflights users on 3/7. 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.
Fri 5/227:24 pm
PIT
- MSN
1 stop4h 26m
United Airlines
Sun 5/2410:40 am
MSN
- PIT
1 stop5h 25m
United Airlines
Deal found 3/7![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 3/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:00 am
PIT
- ATW
1 stop5h 51m
American Airlines
Sun 5/245:30 am
ATW
- PIT
2 stops8h 10m
American Airlines
Deal found 3/6![American Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2112:22 pm
PIT
- GRB
1 stop4h 16m
Delta
Wed 3/255:17 pm
GRB
- PIT
1 stop4h 29m
Delta
Deal found 3/6![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 3/8. 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.
Thu 7/26:11 pm
PIT
- MSN
1 stop6h 46m
United Airlines
Tue 7/72:35 pm
MSN
- PIT
1 stop5h 27m
United Airlines
Deal found 3/8![United Airlines logo]()
$289
Last-minute flights from Pittsburgh to WisconsinDiscover last-minute flight deals from Pittsburgh to Wisconsin. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Wisconsin. Data last updated March 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/19:00 am
PIT
- ORD
Nonstop1h 50m
American Airlines
Mon 4/69:31 pm
ORD
- PIT
Nonstop1h 28m
American Airlines
Deal found 3/5![American Airlines logo]()
$173
This United Airlines deal was found by Cheapflights users on 3/5. 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.
Thu 4/27:00 am
PIT
- ORD
Nonstop1h 49m
United Airlines
Thu 4/912:45 pm
ORD
- PIT
Nonstop1h 41m
United Airlines
Deal found 3/5![United Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 3/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:59 pm
PIT
- ORD
1 stop3h 18m
Delta
Thu 4/97:10 am
ORD
- PIT
1 stop5h 17m
Delta
Deal found 3/5![Delta logo]()
$199
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Thu 4/97:12 pm
PIT
- ORD
Nonstop1h 54m
American Airlines
Mon 4/136:17 pm
ORD
- PIT
Nonstop1h 43m
American Airlines
Deal found 3/8![American Airlines logo]()
$178
This Southwest deal was found by Cheapflights users on 3/5. 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 4/95:55 am
PIT
- ORD
1 stop7h 55m
Southwest
Tue 4/142:40 pm
ORD
- PIT
1 stop5h 40m
Southwest
Deal found 3/5![Southwest logo]()
$182
This American Airlines deal was found by Cheapflights users on 3/5. 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 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
Sat 4/118:21 am
ORD
- PIT
Nonstop1h 43m
American Airlines
Deal found 3/5![American Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:55 am
PIT
- ORD
1 stop7h 55m
Southwest
Mon 4/132:40 pm
ORD
- PIT
1 stop6h 35m
Southwest
Deal found 3/6![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 3/8. 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.
Sat 4/116:10 am
PIT
- ORD
1 stop10h 20m
Southwest
Mon 4/132:40 pm
ORD
- PIT
2 stops7h 30m
Southwest
Deal found 3/8![Southwest logo]()
$175
This American Airlines deal was found by Cheapflights users on 3/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/119:19 am
PIT
- MKE
1 stop9h 41m
American Airlines
Mon 4/139:08 am
MKE
- PIT
1 stop10h 52m
American Airlines
Deal found 3/5![American Airlines logo]()
$263
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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
- ORD
2 stops10h 30m
Southwest
Tue 4/212:40 pm
ORD
- PIT
1 stop5h 40m
Southwest
Deal found 3/9![Southwest logo]()
$172
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/213:09 pm
PIT
- MSP
1 stop8h 12m
American Airlines
Tue 5/128:19 am
MSP
- PIT
1 stop9h 12m
American Airlines
Deal found 3/9![American Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 3/5. 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.
Wed 4/226:25 am
PIT
- ORD
1 stop7h 25m
Southwest
Tue 5/52:40 pm
ORD
- PIT
1 stop5h 40m
Southwest
Deal found 3/5![Southwest logo]()
$177
One-way flights from Pittsburgh to WisconsinSearch for one-way flight options from Pittsburgh to Wisconsin. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
Search for one-way flight options from Pittsburgh to Wisconsin. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
This United Airlines deal was found by Cheapflights users on 3/7. 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 5/2310:54 am
PIT
- ORD
Nonstop1h 48m
United Airlines
Deal found 3/7![United Airlines logo]()
$66
This United Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/226:00 pm
PIT
- ORD
Nonstop1h 56m
United Airlines
Deal found 3/9![United Airlines logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 3/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3111:47 am
PIT
- MSP
Nonstop2h 15m
Sun Country Air
Deal found 3/5![Sun Country Air logo]()
$78
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 4/2211:55 am
PIT
- ORD
1 stop7h 40m
Delta
Deal found 3/9![Delta logo]()
$79
This Cheapflightsfares deal was found by Cheapflights users on 3/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:25 am
PIT
- MSP
Nonstop2h 15m
Sun Country Air
Deal found 3/5![Sun Country Air logo]()
$79
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 5/77:11 pm
PIT
- ORD
Nonstop1h 54m
American Airlines
Deal found 3/9![American Airlines logo]()
$80
This Booking.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:23 am
PIT
- MSP
Nonstop2h 15m
Sun Country Air
Deal found 3/9![Sun Country Air logo]()
$80
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 5/167:15 am
PIT
- ORD
2 stops9h 15m
Southwest
Deal found 3/9![Southwest logo]()
$81
This Priceline deal was found by Cheapflights users on 3/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:36 pm
PIT
- MSP
Nonstop2h 15m
Sun Country Air
Deal found 3/6![Sun Country Air logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 3/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:25 am
PIT
- MSP
Nonstop2h 15m
Sun Country Air
Deal found 3/5![Sun Country Air logo]()
$88
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” 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 6/85:30 pm
PIT
- ORD
1 stop3h 54m
Delta
Deal found 3/9![Delta logo]()
$89
This Cheapflightsfares deal was found by Cheapflights users on 3/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:05 pm
PIT
- MSP
Nonstop2h 15m
Sun Country Air
Deal found 3/8![Sun Country Air logo]()
$89
Find flight deals from Pittsburgh to Wisconsin
Keep the following information in mind while searching for Pittsburgh to Wisconsin flight deals. Data was last updated March 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $158 (Cheapflightsfares) |
One-way from | $66 (United Airlines) |
Popular in | March |
Cheapest in | February |
Average price | $492 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pittsburgh to Wisconsin 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 10, 2026.
Use the filters below to find and compare flights from Pittsburgh to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Wed 4/22
10:59 am-4:47 pm
1 stop6h 48m
Chicago O'Hare Intl
Tue 5/5
8:52 am-1:22 pm
1 stop3h 30m
$177
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Wed 6/3
6:25 am-12:50 pm
1 stop7h 25m
Chicago O'Hare Intl
Thu 6/4
6:00 am-4:00 pm
1 stop9h 00m
$177
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Wed 4/22
10:59 am-4:47 pm
1 stop6h 48m
Chicago O'Hare Intl
Wed 4/29
8:52 am-1:22 pm
1 stop3h 30m
$177
Quickest round-trip
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 5/7
7:05 am-7:55 am
Nonstop1h 50m
Chicago O'Hare Intl
Mon 5/18
2:10 pm-4:51 pm
Nonstop1h 41m
$239
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Tue 6/9
10:54 am-11:42 am
Nonstop1h 48m
Chicago O'Hare Intl
Tue 6/16
10:25 am-1:09 pm
Nonstop1h 44m
$240
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Tue 4/7
6:00 pm-6:56 pm
Nonstop1h 56m
Chicago O'Hare Intl
Fri 4/10
2:10 pm-4:50 pm
Nonstop1h 40m
$240
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Mon 5/4
5:45 am-12:50 pm
2 stops8h 05m
Chicago O'Hare Intl
Mon 5/11
2:40 pm-11:10 pm
2 stops7h 30m
$247
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Tue 3/31
5:25 pm-9:26 pm
1 stop5h 01m
Chicago O'Hare Intl
Thu 4/2
5:40 pm-10:46 pm
1 stop4h 06m
$248
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Wed 4/1
6:30 am-9:10 am
1 stop3h 40m
Chicago O'Hare Intl
Mon 4/6
5:40 pm-10:46 pm
1 stop4h 06m
$248
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Fri 4/10
7:35 pm-11:54 pm
1 stop5h 19m
Chicago O'Hare Intl
Sat 4/11
7:10 am-1:27 pm
1 stop5h 17m
$250
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Pittsburgh to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Pittsburgh with our price prediction graph.
PIT-ORD
PIT-MSP
PIT-MKE
PIT-MSN
PIT-GRB
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 Wisconsin
PIT-USWI
PIT-ORD
PIT-MSP
PIT-MKE
PIT-MSN
What is the cheapest month to book a flight from Pittsburgh to Wisconsin?
Currently, February is the cheapest month in which you can book a flight from Pittsburgh to Wisconsin (average of $95). Flying from Pittsburgh to Wisconsin in December is currently the most expensive (average of $257). 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.
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated March 10, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Pittsburgh to Wisconsin have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
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 Wisconsin. 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 Wisconsin
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Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pittsburgh to Wisconsin by cabin class
Find flights from Pittsburgh to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pittsburgh and Wisconsin flights
Browse other Pittsburgh and Wisconsin flight options. Last updated on March 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Pittsburgh to Wisconsin flights
Consider these flights traveling from Pittsburgh to Wisconsin.
Top 4 airlines flying from Pittsburgh to Wisconsin
Discover the top 4 airlines that operate flights from Pittsburgh to Wisconsin. 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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$95 | Average$325 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$212 | Average$310 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$212 | Average$306 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$220 | Average$330 | FlexibilityNo cancel fee | On-time69% |