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

ORD Airport Page →
15 mi airlines charter/private 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 80 1-stop flights Verified 1w ago
Also flown by charter / private operators: NetJets Aviation, Executive Jet Management.
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 connections via 10 hubs
MKE Milwaukee 2h 45m AAACAS → WN Milwaukee (MKE) to Chicago flights
GRR Grand Rapids 3h 3m AAASBA → WN Grand Rapids (GRR) to Chicago flights
STL St Louis 3h 20m AAACAS → WN St Louis (STL) to Chicago flights
DTW Detroit 3h 25m AAACAF → AFDLKE Detroit (DTW) to Chicago flights
CLE Cleveland 3h 35m AAASAV → WN Cleveland (CLE) to Chicago flights
CMH Columbus 3h 35m AAASAY → EJAWN Columbus (CMH) to Chicago flights
IND Indianapolis 3h 36m AAACAS → WN Indianapolis (IND) to Chicago flights
SDF Louisville 3h 36m AAACAS → COLWN Louisville (SDF) to Chicago flights
DSM Des Moines 3h 38m AAACAS → EJAWN Des Moines (DSM) to Chicago flights
CVG Cincinnati / Covington 3h 39m AAACAS → WN Cincinnati / Covington (CVG) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Chicago
Connecting service available through multiple hubs.
2 Airlines 15 mi 0h 45m nonstop

ORD–MDW had nonstop service from United Airlines and Southwest Airlines, last on the schedule in September 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 15 miles in 0h 45m.

Also explore Browse available seat maps ORD Routes MDW Routes ORD Live Flights MDW Live Flights ORD Delays MDW Delays
All flights from Chicago (MDW) Chicago to Chicago flights
Carriers on this route

Airline Landscape

Carriers that operated nonstop ORD–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
UA United Airlines 1 – – 50% Star Alliance –
WN Southwest Airlines 1 – – 50% – –
Alliance coverage
Star Alliance: UA (1 flights/wk, 50%)
Unaffiliated: WN (1 flights/wk, 50%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

1-stop and 2-stop options for ORD to MDW.
1-STOP
One-Stop Connections
80
Hubs
~2h
Fastest
~30h
Longest
MKE ~2h 45m GRR ~3h 3m STL ~3h 20m DTW ~3h 25m CLE ~3h 35m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
4,320
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.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
ORD → MDW
50%
Frequent delays expected. Consider flexible booking.
Departing
50%
Arriving
84%
Return
MDW → ORD
85%
Generally reliable. Most flights run on time.
Departing
85%
Arriving
53%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. ORD delays → MDW delays →
Alternatives

Other ways to reach Chicago from Chicago

Nearby airports with service to Chicago Midway International Airport.
Metric ORD→MDW GYY→MDW RFD→MDW
Distance from ORD – 36 mi 63 mi
Nonstop airlines – 1 1
Weekly flights – – –
Flight time 0h 45m 0h 13m –
Departure OTP 50% – –
Gary (GYY) to Chicago flights · Chicago/Rockford (RFD) to Chicago flights · Milwaukee (MKE) to Chicago flights
Airports within 200 miles of ORD with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Chicago, it's 6:00 PM in Chicago.
Distance & Flight Time
15 mi / 25 km
Nonstop flight time is approximately 0h 45m gate to gate.
Getting to ORD

CTA Blue Line runs 24/7 from downtown Loop stations to O'Hare (45 min, $5). Pace buses serve suburbs. Ride-shares cost $35–55 from downtown depending on traffic; add 30+ minutes during rush hour on the Kennedy Expressway.Economy parking lots E/F connect via ATS people mover. Terminal 5 (international) is separate from Terminals 1–3; allow extra time for inter-terminal transfers.

Facts

ORD–MDW Quick Facts

Key statistics for the Chicago to Chicago route.
Route details
Distance15 mi / 25 km
Flight time0h 45m
Time difference0 hours
Airlines (nonstop)2
1-stop connectionsAvailable
Origin: ORD
Full nameChicago O'Hare International Airport
IATA / ICAOORD / KORD
TimezoneAmerica/Chicago
Passengers/yr80.0M
Elevation680 ft / 207 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about ORD to MDW flights.
Nonstop flights from Chicago O'Hare International Airport to Chicago Midway International Airport take about 0h 45m gate to gate. The route covers 15 miles.
2 airlines operated the nonstop from ORD to MDW: United Airlines and Southwest Airlines. The last scheduled nonstop was in September 2026. There's no nonstop right now, so today you'd fly it with one stop. See the connection options above, ranked by layover.
Not right now. The last scheduled nonstop was in September 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 0h 45m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include General Mitchell, Gerald R. Ford and St. Louis Lambert.
On a single ticket, yes. Your bags are checked through to MDW and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
Yes, return flights from MDW to ORD are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include GYY, RFD and 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 ORD to MDW

Chicago O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) had nonstop service from United Airlines and Southwest Airlines, last on the schedule in September 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.

ORD to MDW Flight Duration and Schedule

Nonstop flight time from ORD to MDW is about 0 hours 45 minutes gate to gate. The route covers a distance of 15 miles (25 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via General Mitchell, Gerald R. Ford and St. Louis Lambert. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Gary (GYY), Chicago/Rockford (RFD) and Milwaukee (MKE).