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

JAX Airport Page →
850 mi airlines 8/wk
On-time Some delays Frequent delays
Flight Schedule 3 flights Verified 10h ago
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  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
✓
→
WN4026
WN Southwest
B38M
7:20 AM
EDT
8:50 AM
CDT
2h 30m
—
M T W T F S S
Prices
✓
→
WN1058
WN Southwest
7S7
8:30 AM
EDT
10:00 AM
CDT
2h 30m
—
M T W T F S S
Prices
✓
←
WN1913
WN Southwest
73H
6:50 PM
CDT
10:05 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 More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Jacksonville to Chicago
1 carrier, 8 flights/week nonstop.
1 Airlines 8 Flights/wk 850 mi 2h 30m nonstop -1h behind 115 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 30m. Beyond nonstop, 115 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 8 7S7, B38M 2h30 67% – –
Aircraft on this route
7S7 Boeing 737 MAX 7 – WN
B38M Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: WN (8 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
1
flight
Tue
1
flight
Wed
1
flight
Thu
1
flight
Fri
1
flight
Sat
1
flight
Sun
2
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
2
Nonstop flights
8
Outbound / wk
7
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for JAX to MDW.
1-STOP
One-Stop Connections
115
Hubs
~2h
Fastest
~30h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,245
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.
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 4
Weekly flights 8 – 11
Flight time 2h 30m 2h 20m 1h 57m
Departure OTP 67% – –
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.
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 flights8 out / 7 return
1-stop connections115 hubs
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 approximately 2h 30m. The route covers 850 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 8 nonstop flights per week from JAX to MDW. The return direction has about 7 weekly flights.
Yes, 1-stop connections are available through CMI, SUS, LEX, PDK, FDY, HHH, LUK, AGS, SSI, CGF, SBM, AIK, UST, PTK, GSP, SAV, DPA, YIP, LIT, CHS, SUA, ORL, FNT, TLH, CAK, MEM, MKE, SDF, VRB, ECP, IAD, MCO, BUF, MRK, TPA, BCT, APF, SRQ, TEB, MCI, GAI, PBI, TMB, STP, RSW, BDR, TUL, MHH, OPF, FTW, FLL, YYZ, EYW, ICT, HPN, MTH, SGR, GPT, HVN, OMA, IAH, ASE, PLS, MAF, FNL, RIL, YHZ, EGE, HDN, PGA, TLC, STT, VNY, RIC, NUQ, CMH, ORD, APC, SJC, LAX, OAK, SFO, IND, ATL, ORF, DFW, CLT, DCA, BNA, RDU, HOU, STL, GRR, PIT, BWI, PHX, BDL, PVD, TYS, EWR, CVG, DEN, AUS, LGA, BOS, DTW, PHL, MSY, DAL, MSP, MIA, LAS, SJU, BFM and SAN. 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 8 weekly departures, this is a regularly served route.

JAX to MDW Flight Duration and Schedule

Nonstop flight time from JAX to MDW ranges from 2 hours 30 minutes. The route covers a distance of 850 miles (1,368 km). There are approximately 8 weekly flights outbound and 7 return, totaling 15 flights per week in both directions.

Connecting Options and Alternatives

115 one-stop connections are available, with the fastest taking approximately 2 hours via CMI. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include St Augustine (UST), Savannah (SAV) and Hilton Head Island (HHH).