Gulf Shores to Chicago (GUF–MDW) — Airlines, Schedules & Connections

GUF Airport Page →
794 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 8 1-stop flights Verified 6m 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 8 hubs
CVG Cincinnati / Covington 4h 7m G4 → WN Cincinnati / Covington (CVG) to Chicago flights
MCI Kansas City 4h 40m G4 → WN Kansas City (MCI) to Chicago flights
SDF Louisville 4h 50m G4 → LXJWN Louisville (SDF) to Chicago flights
DSM Des Moines 7h 42m G4 → EJAWN Des Moines (DSM) to Chicago flights
OMA Omaha 16h 9m G4 → WN Omaha (OMA) to Chicago flights
OKC Oklahoma City 16h 15m G4 → WNXFL Oklahoma City (OKC) to Chicago flights
TYS Knoxville/Maryville 20h 10m G4 → G4 Knoxville/Maryville (TYS) to Chicago flights
BNA Nashville ~4h 45m G4 → WN Nashville (BNA) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Gulf Shores to Chicago
Flown by charter / private operators — no scheduled airline service.
794 mi 2h 8m nonstop

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

Also explore GUF Routes MDW Routes GUF Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Gulf Shores flights
Connections

Connection Landscape

1-stop and 2-stop options for GUF to MDW.
1-STOP
One-Stop Connections
8
Hubs
~4h
Fastest
~20h
Longest
CVG ~4h 7m MCI ~4h 40m BNA ~4h 45m SDF ~4h 50m DSM ~7h 42m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
345
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
GUF → MDW
90%
Generally reliable. Most flights run on time.
Arriving
90%
Return
MDW → GUF
77%
Generally reliable. Most flights run on time.
Departing
77%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Chicago from Gulf Shores

Nearby airports with service to Chicago Midway International Airport.
Metric GUF→MDW PNS→MDW MOB→MDW
Distance from GUF – 32 mi 44 mi
Nonstop airlines – 3 1
Weekly flights ~1 7 –
Flight time 2h 8m 2h 15m 2h 58m
Pensacola (PNS) to Chicago flights · Mobile (MOB) to Chicago flights · Valparaiso (VPS) to Chicago flights
Airports within 200 miles of GUF 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 Gulf Shores.
GUF: CDT · MDW: CDT

When it's 6:00 PM in Gulf Shores, it's 6:00 PM in Chicago.
Distance & Flight Time
794 mi / 1,278 km
Nonstop flight time is approximately 2h 8m gate to gate.
Facts

GUF–MDW Quick Facts

Key statistics for the Gulf Shores to Chicago route.
Route details
Distance794 mi / 1,278 km
Flight time2h 8m
Time difference0 hours
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: GUF
Full nameJack Edwards National Airport
IATA / ICAOGUF / KJKA
TimezoneAmerica/Chicago
Elevation17 ft / 5 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 GUF to MDW flights.
Nonstop flights from Jack Edwards National Airport to Chicago Midway International Airport take about 2h 8m gate to gate. The route covers 794 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Cincinnati Northern Kentucky, Kansas City and Louisville Muhammad Ali.
Nearby alternatives include PNS, MOB and VPS. 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 GUF to MDW

Jack Edwards National Airport (GUF) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

GUF to MDW Flight Duration and Schedule

Nonstop flight time from GUF to MDW is about 2 hours 8 minutes gate to gate. The route covers a distance of 794 miles (1,278 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Cincinnati Northern Kentucky, Kansas City and Louisville Muhammad Ali. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Pensacola (PNS), Mobile (MOB) and Valparaiso (VPS).