Pittsburgh to Chicago (PIT–MDW) — Airlines, Schedules & Connections

PIT Airport Page →
401 mi airlines charter/private 27/wk
On-time Some delays Frequent delays
Flight Schedule 16 flights Verified 30m ago
Also flown by charter / private operators.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
WN3599
WN Southwest
7S7
8:45 AM
EDT
9:10 AM
CDT
1h 25m
M T W T F S S
Prices
WN3378
WN Southwest
7S7
8:45 AM
EDT
9:10 AM
CDT
1h 25m
M T W T F S S
Prices
WN1326
WN Southwest
7S7
8:55 AM
EDT
9:20 AM
CDT
1h 25m
M T W T F S S
Prices
WN2757
WN Southwest
7S7
12:50 PM
EDT
1:15 PM
CDT
1h 25m
M T W T F S S
Prices
WN4673
WN Southwest
738
1:15 PM
EDT
1:40 PM
CDT
1h 25m
M T W T F S S
Prices
WN4707
WN Southwest
7M8
3:50 PM
EDT
4:20 PM
CDT
1h 30m
M T W T F S S
Prices
WN1037
WN Southwest
7S7
4:30 PM
EDT
5:00 PM
CDT
1h 30m
M T W T F S S
Prices
WN3451
WN Southwest
7S7
7:05 PM
EDT
7:35 PM
CDT
1h 30m
M T W T F S S
Prices
WN4073
WN Southwest
737
7:30 PM
EDT
8:00 PM
CDT
1h 30m
M T W T F S S
Prices
WN2340
WN Southwest
737
7:50 PM
EDT
8:20 PM
CDT
1h 30m
M T W T F S S
Prices
WN846
WN Southwest
7M8
7:45 AM
CDT
10:15 AM
EDT
1h 30m
50%
M T W T F S S
Prices
WN2866
WN Southwest
7M8
12:50 PM
CDT
3:15 PM
EDT
1h 25m
50%
M T W T F S S
Prices
WN3033
WN Southwest
7S7
3:05 PM
CDT
5:30 PM
EDT
1h 25m
50%
M T W T F S S
Prices
WN1347
WN Southwest
7M8
3:40 PM
CDT
6:05 PM
EDT
1h 25m
50%
M T W T F S S
Prices
WN1157
WN Southwest
6:06 PM
CDT
8:54 PM
EDT
1h 48m
50%
M T W T F S S
Prices
WN4211
WN Southwest
7S7
6:55 PM
CDT
9:20 PM
EDT
1h 25m
50%
M T W T F S S
Prices

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
DTW Detroit 3h 13m AMDLKE AFDLKE Detroit (DTW) to Chicago flights
STL St Louis 3h 53m EJALXJWN WN St Louis (STL) to Chicago flights
BWI Baltimore 3h 55m WN WN Baltimore (BWI) to Chicago flights
BNA Nashville 3h 56m G4WN LXJWN Nashville (BNA) to Chicago flights
PHL Philadelphia 4h 11m AAASBA EJAWN Philadelphia (PHL) to Chicago flights
SDF Louisville 4h 13m LXJMX LXJWN Louisville (SDF) to Chicago flights
DCA Washington 4h 19m AAASWN WN Washington (DCA) to Chicago flights
RDU Raleigh/Durham 4h 23m AAMX LXJWN Raleigh/Durham (RDU) to Chicago flights
CLT Charlotte 4h 28m AA WN Charlotte (CLT) to Chicago flights
ATL Atlanta 4h 35m AFAMDL AFAMDL Atlanta (ATL) to Chicago flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Pittsburgh to Chicago
3 carriers, 27 flights/week nonstop.
3 Airlines 401 mi 1h 25m nonstop -1h behind

PIT–MDW is served by 3 airlines with nonstop service. Southwest Airlines and Air Canada lead the route. The flight covers 401 miles in approximately 1h 25m. Beyond nonstop, 1-stop connecting options are also available.

Airline Landscape

All carriers operating nonstop PIT–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 25 737, 738, 7M8, 7S7 1h25-1h30 85%
TWY TWY 1 85%
AC Air Canada 0 85% Star Alliance
Aircraft on this route
737 Boeing 737-700 – WN
738 Boeing 737-800 – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
Alliance coverage
Unaffiliated: TWY + WN (26 flights/wk, 100%)
Star Alliance: AC (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, PIT to MDW direction.
Mon
4
flights
Tue
3
flights
Wed
3
flights
Thu
4
flights
Fri
4
flights
Sat
4
flights
Sun
3
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
10
Nonstop flights
27
Outbound / wk
22
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for PIT to MDW.
1-STOP
One-Stop Connections
60
Hubs
~2h
Fastest
~21h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,687
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.

On-Time Performance

What to expect at each end of your journey.
Outbound
PIT → MDW
85%
Generally reliable. Most flights run on time.
Departing
85%
Arriving
60%
Return
MDW → PIT
36%
Frequent delays expected. Consider flexible booking.
Departing
36%
Arriving
72%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. PIT delays → MDW delays →

Other ways to reach Chicago from Pittsburgh

Nearby airports with service to Chicago Midway International Airport.
Metric PIT→MDW MGW→MDW CAK→MDW
Distance from PIT 61 mi 70 mi
Nonstop airlines 3 1 2
Weekly flights 27 1
Flight time 1h 25m 1h 14m 1h 5m
Departure OTP 85%
Airports within 200 miles of PIT with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago is 1 hour behind Pittsburgh.
PIT: EDT · MDW: CDT

When it's 6:00 PM in Pittsburgh, it's 5:00 PM in Chicago.
Distance & Flight Time
401 mi / 646 km
Nonstop flight time is approximately 1h 25m gate to gate.

PIT–MDW Quick Facts

Key statistics for the Pittsburgh to Chicago route.
Route details
Distance401 mi / 646 km
Flight time1h 25m
Time difference-1 hour
Airlines (nonstop)3
Weekly flights27 out / 22 return
1-stop connectionsAvailable
Origin: PIT
IATA / ICAOPIT / KPIT
TimezoneAmerica/New_York
Passengers/yr9.7M
Elevation1,203 ft / 367 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about PIT to MDW flights.
Nonstop flights from Pittsburgh International Airport to Chicago Midway International Airport take about 1h 25m gate to gate. The route covers 401 miles.
3 airlines operate flights from PIT to MDW: Southwest Airlines, Air Canada, and others.
This route has daily service. Check the schedule above for departure days and times in each direction.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Detroit Metropolitan Wayne County, St. Louis Lambert and Baltimore/Washington International Thurgood Marshall.
Chicago is 1 hour behind Pittsburgh.
Yes, return flights from MDW to PIT are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include MGW, CAK and PKB. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from PIT to MDW

Pittsburgh International Airport (PIT) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines and Air Canada. With 27 weekly departures, this is a well served route.

PIT to MDW Flight Duration and Schedule

Nonstop flight time from PIT to MDW is about 1 hours 25 minutes gate to gate. The route covers a distance of 401 miles (646 km). There are approximately 27 weekly flights outbound and 22 return, totaling 49 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Detroit Metropolitan Wayne County, St. Louis Lambert and Baltimore/Washington International Thurgood Marshall. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Morgantown (MGW), Akron (CAK) and Parkersburg (Williamstown) (PKB).