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

ORL Airport Page →
983 mi airlines 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 62 1-stop flights Verified 3d ago
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  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No nonstop flights on this route. connecting options below.

✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Orlando to Chicago
Connecting service available through multiple hubs.
1 Flights/wk 983 mi 2h 29m nonstop -1h behind 62 1-stop hubs

While no nonstop service exists between ORL and MDW, connecting options are available through 62 hubs.

Also explore ORL Routes MDW Routes ORL Live Flights MDW Live Flights MDW Delays
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for ORL to MDW.
1-STOP
One-Stop Connections
62
Hubs
~3h
Fastest
~10h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
0
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.
Alternatives

Other ways to reach Chicago from Orlando

Nearby airports with service to Chicago Midway International Airport.
Metric ORL→MDW MCO→MDW LAL→MDW
Distance from ORL – 8 mi 57 mi
Nonstop airlines 0 5 1
Weekly flights 1 54 –
Flight time 2h 29m 2h 40m 2h 9m
Orlando (MCO) to Chicago flights · Lakeland (LAL) to Chicago flights · Tampa (TPA) to Chicago flights
Airports within 200 miles of ORL with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Orlando, it's 5:00 PM in Chicago.
Distance & Flight Time
983 mi / 1,582 km
Nonstop flight time is approximately 2h 29m.
Facts

ORL–MDW Quick Facts

Key statistics for the Orlando to Chicago route.
Route details
Distance983 mi / 1,582 km
Flight time2h 29m
Time difference-1 hour
Airlines (nonstop)0
Weekly flights1 out / 1 return
1-stop connections62 hubs
Origin: ORL
Full nameOrlando Executive Airport
IATA / ICAOORL / KORL
TimezoneAmerica/New_York
Elevation113 ft / 34 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 ORL to MDW flights.
Nonstop flights from Orlando Executive Airport to Chicago Midway International Airport take approximately 2h 29m. The route covers 983 miles.
There are approximately 1 nonstop flights per week from ORL to MDW. The return direction has about 1 weekly flights.
Yes, 1-stop connections are available through BNA, LCK, IND, SSI, TUL, GSO, SDF, GSP, CLT, TPA, PBI, CHS, SRQ, STL, ATW, ECP, RSW, CLE, APF, ORD, IAD, DCA, GAI, FLL, ROC, MHH, BWI, ILM, EWR, BCT, MSY, TYS, TEB, OPF, NAS, PHL, YYZ, OMA, OKC, GRR, HPN, HOU, MIA, MSP, SAT, BOS, PLS, DAL, AUS, DFW, BZN, TLC, STT, SJU, EIS, SXM, SLC, BOI, VNY, LAS, SAN and LGB. These options provide additional schedule flexibility.
Chicago is 1 hour behind Orlando.
Yes, return flights from MDW to ORL are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include MCO, LAL and TPA. 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 ORL to MDW

Orlando Executive Airport (ORL) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

ORL to MDW Flight Duration and Schedule

Nonstop flight time from ORL to MDW ranges from 2 hours 29 minutes. The route covers a distance of 983 miles (1,582 km). There are approximately 1 weekly flights outbound and 1 return, totaling 2 flights per week in both directions.

Connecting Options and Alternatives

62 one-stop connections are available, with the fastest taking approximately 3 hours via BNA. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Orlando (MCO), Lakeland (LAL) and Tampa (TPA).