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

JAX Airport Page →
850 mi airlines 15/wk
On-time Some delays Frequent delays
Flight Schedule 7 flights Verified 43m ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight
  Flight Airline AC Dep Arr Dur OTP Sched  
✓
→
WN3472
WN Southwest
737
6:57 AM
EDT
8:08 AM
CDT
2h 11m
—
M T W T F S S
Prices
✓
→
WN4026
WN Southwest
73H
7:20 AM
EDT
8:50 AM
CDT
2h 30m
—
M T W T F S S
Prices
✓
→
WN3916
WN Southwest
7M8
7:58 PM
EDT
9:23 PM
CDT
2h 25m
—
M T W T F S S
Prices
✓
←
WN493
WN Southwest
737
11:40 AM
CDT
2:55 PM
EDT
2h 15m
—
M T W T F S S
Prices
✓
←
WN2768
WN Southwest
12:23 PM
CDT
5:17 PM
EDT
3h 54m
—
M T W T F S S
Prices
✓
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WN1864
WN Southwest
73H
6:00 PM
CDT
9:15 PM
EDT
2h 15m
—
M T W T F S S
Prices
✓
←
WN1913
WN Southwest
73H
6:00 PM
CDT
9:15 PM
EDT
2h 15m
—
M T W T F S S
Prices

No flights match your filters.

No nonstop flights on this route. connecting options below.

✦ 1-STOP
✧ 2-STOP Loading...
Jacksonville to Chicago
1 carrier, 15 flights/week nonstop.
1 Airlines 15 Flights/wk 850 mi 2h 11m nonstop -1h behind 74 1-stop hubs

JAX–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 850 miles in approximately 2h 11m. Beyond nonstop, 74 hubs offer 1-stop connections.

Also explore JAX Routes MDW Routes JAX Live Flights MDW Live Flights JAX Delays MDW Delays
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 15 737, 73H, 7M8 2h11-2h30 100% – –
Aircraft on this route
737 Boeing 737-700 – WN
73H Boeing 737-800 – WN
7M8 Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: WN (15 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
3
flights
Sun
2
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
3
Nonstop flights
15
Outbound / wk
16
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for JAX to MDW.
1-STOP
One-Stop Connections
74
Hubs
~3h
Fastest
~28h
Longest
SUS ~3h 49m TYS ~4h 11m CHS ~4h 21m SDF ~4h 21m LIT ~4h 24m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,122
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
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
67%
Return
MDW → JAX
0%
Frequent delays expected. Consider flexible booking.
Departing
0%
Arriving
100%
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 2 1
Weekly flights 15 1 17
Flight time 2h 11m 2h 20m 2h 15m
Departure OTP 100% – –
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 11m to 2h 30m.
Facts

JAX–MDW Quick Facts

Key statistics for the Jacksonville to Chicago route.
Route details
Distance850 mi / 1,368 km
Flight time2h 11m to 2h 30m
Time difference-1 hour
Airlines (nonstop)1
Weekly flights15 out / 16 return
1-stop connections74 hubs
Origin: JAX
Full nameJacksonville International Airport
IATA / ICAOJAX / KJAX
TimezoneAmerica/Kentucky/Monticello
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 approximately 2h 11m to 2h 30m. The route covers 850 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 15 nonstop flights per week from JAX to MDW. The return direction has about 16 weekly flights.
Yes, 1-stop connections are available through SUS, TYS, CHS, SDF, LIT, GSP, TUL, CAK, MEM, MKE, FNT, ECP, OPF, RIC, IAD, BUF, YYZ, TEB, TPA, APF, SRQ, NAS, HPN, FTW, BCT, ICT, PBI, OMA, MAF, PLS, RIL, EGE, HDN, VNY, SJU, APC, LAX, SFO, IND, IAH, SJC, FLL, ATL, STL, BNA, CMH, CLT, HOU, BWI, GRR, MIA, MSP, PIT, PVD, BDL, DFW, PHX, PHL, DEN, DCA, MSY, CVG, LGA, DAL, EWR, BOS, ORD, DTW, MCO, AUS, LAS, ORF, RDU and BFM. These options provide additional schedule flexibility.
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 15 weekly departures, this is a well served route.

JAX to MDW Flight Duration and Schedule

Nonstop flight time from JAX to MDW ranges from 2 hours 11 minutes to 2 hours 30 minutes. The route covers a distance of 850 miles (1,368 km). There are approximately 15 weekly flights outbound and 16 return, totaling 31 flights per week in both directions.

Connecting Options and Alternatives

74 one-stop connections are available, with the fastest taking approximately 3 hours via SUS. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include St Augustine (UST), Savannah (SAV) and Hilton Head Island (HHH).