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

MDW Airport Page →
971 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 16 1-stop flights Verified 2w 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 connections via 10 hubs
SDF Louisville 4h 4m WN → G4 Louisville (SDF) to Orlando flights
CVG Cincinnati / Covington 4h 22m WN → G4 Cincinnati / Covington (CVG) to Orlando flights
BNA Nashville 4h 55m EJAWN → G4 Nashville (BNA) to Orlando flights
OMA Omaha 5h 20m WN → G4 Omaha (OMA) to Orlando flights
DSM Des Moines 5h 53m WN → G4 Des Moines (DSM) to Orlando flights
GRR Grand Rapids 6h 13m WN → G4 Grand Rapids (GRR) to Orlando flights
AVL Asheville 6h 46m G4 → G4 Asheville (AVL) to Orlando flights
ALB Albany 8h 17m WN → G4 Albany (ALB) to Orlando flights
PIT Pittsburgh 8h 43m WN → G4 Pittsburgh (PIT) to Orlando flights
LAS Las Vegas 9h 47m LXJWN → G4 Las Vegas (LAS) to Orlando flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Orlando
Flown by charter / private operators — no scheduled airline service.
971 mi 2h 8m nonstop +1h ahead

MDW–SFB has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Also explore MDW Routes SFB Routes MDW Live Flights SFB Live Flights MDW Delays SFB Delays
All flights from Orlando (SFB) Orlando to Chicago flights
Connections

Connection Landscape

1-stop and 2-stop options for MDW to SFB.
1-STOP
One-Stop Connections
16
Hubs
~4h
Fastest
~27h
Longest
SDF ~4h 4m CVG ~4h 22m BNA ~4h 55m OMA ~5h 20m DSM ~5h 53m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
853
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
MDW → SFB
68%
Moderate delays possible. Allow buffer time.
Departing
68%
Arriving
34%
Return
SFB → MDW
55%
Frequent delays expected. Consider flexible booking.
Departing
55%
Arriving
73%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays → SFB delays →
Alternatives

Other ways to reach Orlando from Chicago

Nearby airports with service to Orlando Sanford International Airport.
Metric MDW→SFB SBN→SFB RFD→SFB
Distance from MDW – 74 mi 75 mi
Nonstop airlines – 1 1
Weekly flights ~1 15 6
Flight time 2h 8m 2h 26m 2h 36m
Departure OTP 68% – –
South Bend (SBN) to Orlando flights · Chicago/Rockford (RFD) to Orlando flights · Bloomington/Normal (BMI) to Orlando flights
Airports within 200 miles of MDW with service to Orlando Sanford International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Orlando is 1 hour ahead of Chicago.
MDW: CDT · SFB: EDT

When it's 6:00 PM in Chicago, it's 7:00 PM in Orlando.
Distance & Flight Time
971 mi / 1,562 km
Nonstop flight time is approximately 2h 8m gate to gate.
Facts

MDW–SFB Quick Facts

Key statistics for the Chicago to Orlando route.
Route details
Distance971 mi / 1,562 km
Flight time2h 8m
Time difference+1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: SFB
Full nameOrlando Sanford International Airport
IATA / ICAOSFB / KSFB
TimezoneAmerica/New_York
Passengers/yr2.8M
Elevation55 ft / 17 m
FAQ

Frequently Asked Questions

Common questions about MDW to SFB flights.
Nonstop flights from Chicago Midway International Airport to Orlando Sanford International Airport take about 2h 8m gate to gate. The route covers 971 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Louisville Muhammad Ali, Cincinnati Northern Kentucky and Nashville.
Orlando is 1 hour ahead of Chicago.
Nearby alternatives include SBN, RFD and BMI. 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 SFB

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

MDW to SFB Flight Duration and Schedule

Nonstop flight time from MDW to SFB is about 2 hours 8 minutes gate to gate. The route covers a distance of 971 miles (1,562 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Louisville Muhammad Ali, Cincinnati Northern Kentucky and Nashville. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include South Bend (SBN), Chicago/Rockford (RFD) and Bloomington/Normal (BMI).