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

JAX Airport Page →
850 mi airlines charter/private 14/wk
On-time Some delays Frequent delays
Flight Schedule 8 flights Verified 43m ago
Also flown by charter / private operators.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
✓
→
WN1384
WN Southwest
737
7:45 AM
EDT
9:05 AM
CDT
2h 20m
—
M T W T F S S
Prices
✓
→
WN1110
WN Southwest
7M8
2:15 PM
EDT
3:45 PM
CDT
2h 30m
—
M T W T F S S
Prices
✓
→
WN2164
WN Southwest
7S7
6:51 PM
EDT
8:21 PM
CDT
2h 30m
—
M T W T F S S
Prices
✓
←
WN1317
WN Southwest
73H
9:10 AM
CDT
12:30 PM
EDT
2h 20m
50%
M T W T F S S
Prices
✓
←
WN4499
WN Southwest
738
11:35 AM
CDT
2:50 PM
EDT
2h 15m
50%
M T W T F S S
Prices
✓
←
WN1780
WN Southwest
7S7
12:50 PM
CDT
4:10 PM
EDT
2h 20m
50%
M T W T F S S
Prices
✓
←
WN2792
WN Southwest
B38M
6:20 PM
CDT
9:40 PM
EDT
2h 20m
50%
M T W T F S S
Prices
✓
←
WN3535
WN Southwest
7M8
6:50 PM
CDT
10:10 PM
EDT
2h 20m
50%
M T W T F S S
Prices

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
ATL Atlanta 4h 1m AFAMDL → AFAMDL Atlanta (ATL) to Chicago flights
BNA Nashville 4h 4m G4WN → WN Nashville (BNA) to Chicago flights
CLT Charlotte 4h 22m AA → WN Charlotte (CLT) to Chicago flights
DTW Detroit 4h 25m AFDLVS → AFDLKE Detroit (DTW) to Chicago flights
ORF Norfolk 4h 43m MX → WN Norfolk (ORF) to Chicago flights
BWI Baltimore 4h 45m WN → WN Baltimore (BWI) to Chicago flights
STL St Louis 4h 55m WN → WN St Louis (STL) to Chicago flights
PIT Pittsburgh 4h 57m G4MX → EJAWN Pittsburgh (PIT) to Chicago flights
PHL Philadelphia 5h 15m AAASBA → EJAWN Philadelphia (PHL) to Chicago flights
DAL Dallas 5h 30m WN → JTLWN Dallas (DAL) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Jacksonville to Chicago
1 carrier, 14 flights/week nonstop.
1 Airlines 850 mi 2h 30m nonstop -1h behind

JAX–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 850 miles in approximately 2h 30m. Beyond nonstop, 1-stop connecting options are also available.

Also explore JAX Routes MDW Routes JAX Live Flights MDW Live Flights JAX Delays MDW Delays
All flights from Chicago (MDW) Chicago to Jacksonville flights
Carriers on this route

Airline Landscape

All carriers operating nonstop JAX–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 14 737, 7M8, 7S7 2h20-2h30 73% – –
Aircraft on this route
737 Boeing 737-700 – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
Alliance coverage
Unaffiliated: WN (14 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Schedule

Weekly Schedule Pattern

Nonstop flight frequency by day of week, JAX to MDW direction.
Mon
2
flights
Tue
2
flights
Wed
2
flights
Thu
2
flights
Fri
2
flights
Sat
2
flights
Sun
2
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
3
Nonstop flights
14
Outbound / wk
15
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for JAX to MDW.
1-STOP
One-Stop Connections
46
Hubs
~4h
Fastest
~20h
Longest
ATL ~4h 1m BNA ~4h 4m CLT ~4h 22m TYS ~4h 24m DTW ~4h 25m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,283
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
JAX → MDW
73%
Moderate delays possible. Allow buffer time.
Departing
73%
Arriving
76%
Return
MDW → JAX
54%
Frequent delays expected. Consider flexible booking.
Departing
54%
Arriving
75%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. JAX delays → MDW delays →
Alternatives

Other ways to reach Chicago from Jacksonville

Nearby airports with service to Chicago Midway International Airport.
Metric JAX→MDW UST→MDW SAV→MDW
Distance from JAX – 42 mi 117 mi
Nonstop airlines 1 3 4
Weekly flights 14 1 10
Flight time 2h 30m 2h 17m 2h 10m
Departure OTP 73% – –
St Augustine (UST) to Chicago flights · Savannah (SAV) to Chicago flights · Hilton Head Island (HHH) to Chicago flights
Airports within 200 miles of JAX 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 Jacksonville.
JAX: EDT · MDW: CDT

When it's 6:00 PM in Jacksonville, it's 5:00 PM in Chicago.
Distance & Flight Time
850 mi / 1,368 km
Nonstop flight time is approximately 2h 30m gate to gate.
Facts

JAX–MDW Quick Facts

Key statistics for the Jacksonville to Chicago route.
Route details
Distance850 mi / 1,368 km
Flight time2h 30m
Time difference-1 hour
Airlines (nonstop)1
Weekly flights14 out / 15 return
1-stop connectionsAvailable
Origin: JAX
Full nameJacksonville International Airport
IATA / ICAOJAX / KJAX
TimezoneAmerica/New_York
Passengers/yr7.5M
Elevation30 ft / 9 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 JAX to MDW flights.
Nonstop flights from Jacksonville International Airport to Chicago Midway International Airport take about 2h 30m gate to gate. The route covers 850 miles.
1 airline operates flights from JAX to MDW: Southwest Airlines.
This route has daily service. Check the schedule above for departure days and times in each direction.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Hartsfield Jackson Atlanta, Nashville and Charlotte Douglas.
Chicago is 1 hour behind Jacksonville.
Yes, return flights from MDW to JAX are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include UST, SAV and HHH. 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 JAX to MDW

Jacksonville International Airport (JAX) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 14 weekly departures, this is a well served route.

JAX to MDW Flight Duration and Schedule

Nonstop flight time from JAX to MDW is about 2 hours 30 minutes gate to gate. The route covers a distance of 850 miles (1,368 km). There are approximately 14 weekly flights outbound and 15 return, totaling 29 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Hartsfield Jackson Atlanta, Nashville and Charlotte Douglas. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include St Augustine (UST), Savannah (SAV) and Hilton Head Island (HHH).