Chicago to Oshkosh (MDW–OSH) — Airlines, Schedules & Connections

MDW Airport Page →
157 mi airlines charter/private
On-time Some delays Frequent delays
Flight Schedule Charter / private Verified 1mo ago
Charter / private route. No scheduled airline service — operated by charter & private aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

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 More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Oshkosh
Flown by charter / private operators — no scheduled airline service.
157 mi 0h 29m nonstop

MDW–OSH has no scheduled airline service; it is flown by charter / private operators.

Also explore MDW Routes OSH Routes MDW Live Flights OSH Live Flights MDW Delays
All flights from Oshkosh (OSH) Oshkosh to Chicago flights
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → OSH
59%
Frequent delays expected. Consider flexible booking.
Departing
59%
Return
OSH → MDW
87%
Generally reliable. Most flights run on time.
Arriving
87%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Oshkosh from Chicago

Nearby airports with service to Wittman Regional Airport.
Metric MDW→OSH MKE→OSH
Distance from MDW – 81 mi
Nonstop airlines – 2
Weekly flights – 2
Flight time 0h 29m 0h 36m
Departure OTP 59% –
Milwaukee (MKE) to Oshkosh flights
Airports within 200 miles of MDW with service to Wittman Regional Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
0h
Oshkosh is 0 hours the same as Chicago.
MDW: CDT · OSH: CDT

When it's 6:00 PM in Chicago, it's 6:00 PM in Oshkosh.
Distance & Flight Time
157 mi / 253 km
Nonstop flight time is approximately 0h 29m gate to gate.
Facts

MDW–OSH Quick Facts

Key statistics for the Chicago to Oshkosh route.
Route details
Distance157 mi / 253 km
Flight time0h 29m
Time difference0 hours
Airlines (nonstop)Charter / private
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: OSH
Full nameWittman Regional Airport
IATA / ICAOOSH / KOSH
TimezoneAmerica/Chicago
Elevation808 ft / 246 m
FAQ

Frequently Asked Questions

Common questions about MDW to OSH flights.
Nonstop flights from Chicago Midway International Airport to Wittman Regional Airport take about 0h 29m gate to gate. The route covers 157 miles.
Nearby alternatives include MKE. 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 MDW to OSH

Chicago Midway International Airport (MDW) and Wittman Regional Airport (OSH) are connected through multiple connecting hub airports.

MDW to OSH Flight Duration and Schedule

Nonstop flight time from MDW to OSH is about 0 hours 29 minutes gate to gate. The route covers a distance of 157 miles (253 km).

Connecting Options and Alternatives

Nearby alternative airports include Milwaukee (MKE).