Chicago to St Simons Island (MDW–SSI) — Airlines, Schedules & Connections

MDW Airport Page →
815 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 St Simons Island
Flown by charter / private operators — no scheduled airline service.
815 mi 1h 50m nonstop +1h ahead

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

Also explore MDW Routes SSI Routes MDW Live Flights SSI Live Flights MDW Delays
All flights from St Simons Island (SSI) St Simons Island to Chicago flights
Connections

Connection Landscape

1-stop and 2-stop options for MDW to SSI.
1-STOP
One-Stop Connections
0
Hubs
–
Fastest
–
Longest
Verified with published schedule alignment and minimum connection time.
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 → SSI
43%
Frequent delays expected. Consider flexible booking.
Departing
43%
Return
SSI → MDW
58%
Frequent delays expected. Consider flexible booking.
Arriving
58%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach St Simons Island from Chicago

Nearby airports with service to St Simons Island Airport.
Metric MDW→SSI MKE→SSI
Distance from MDW – 81 mi
Nonstop airlines – 1
Weekly flights – –
Flight time 1h 50m 1h 58m
Departure OTP 43% –
Milwaukee (MKE) to St Simons Island flights
Airports within 200 miles of MDW with service to St Simons Island Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+1h
St Simons Island is 1 hour ahead of Chicago.
MDW: CDT · SSI: EDT

When it's 6:00 PM in Chicago, it's 7:00 PM in St Simons Island.
Distance & Flight Time
815 mi / 1,311 km
Nonstop flight time is approximately 1h 50m gate to gate.
Facts

MDW–SSI Quick Facts

Key statistics for the Chicago to St Simons Island route.
Route details
Distance815 mi / 1,311 km
Flight time1h 50m
Time difference+1 hour
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: SSI
Full nameSt Simons Island Airport
IATA / ICAOSSI / KSSI
TimezoneAmerica/New_York
Elevation19 ft / 6 m
FAQ

Frequently Asked Questions

Common questions about MDW to SSI flights.
Nonstop flights from Chicago Midway International Airport to St Simons Island Airport take about 1h 50m gate to gate. The route covers 815 miles.
Yes, 1-stop connections are available, ranked by layover time.
St Simons Island is 1 hour ahead of Chicago.
Yes, return flights from SSI to MDW are available. Use the direction toggle at the top to view the return schedule.
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 SSI

Chicago Midway International Airport (MDW) and St Simons Island Airport (SSI) are connected through multiple connecting hub airports.

MDW to SSI Flight Duration and Schedule

Nonstop flight time from MDW to SSI is about 1 hours 50 minutes gate to gate. The route covers a distance of 815 miles (1,311 km).

Connecting Options and Alternatives

1-stop connecting options are also available. Nearby alternative airports include Milwaukee (MKE).