Naples to Chicago (APF–MDW) — Airlines, Schedules & Connections

APF Airport Page →
1,132 mi airlines 5/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 98 1-stop flights Verified 22h ago
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  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

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
Naples to Chicago
1 carrier, 5 flights/week nonstop.
1 Airlines 5 Flights/wk 1,132 mi 2h 36m nonstop -1h behind 98 1-stop hubs

APF–MDW is served by 1 airline with nonstop service. SGX leads the route. The flight covers 1,132 miles in approximately 2h 36m. Beyond nonstop, 98 hubs offer 1-stop connections.

Also explore APF Routes MDW Routes APF Live Flights MDW Live Flights MDW Delays
Carriers on this route

Airline Landscape

All carriers operating nonstop APF–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
SGX SGX 0 – – – – –
Alliance coverage
Unaffiliated: SGX (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for APF to MDW.
1-STOP
One-Stop Connections
98
Hubs
~4h
Fastest
~28h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
602
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 Naples

Nearby airports with service to Chicago Midway International Airport.
Metric APF→MDW RSW→MDW PGD→MDW
Distance from APF – 26 mi 55 mi
Nonstop airlines 1 3 1
Weekly flights 5 22 2
Flight time 2h 36m 2h 48m 2h 56m
Fort Myers (RSW) to Chicago flights · Punta Gorda (PGD) to Chicago flights · Miami (OPF) to Chicago flights
Airports within 200 miles of APF 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 Naples.
APF: EDT · MDW: CDT

When it's 6:00 PM in Naples, it's 5:00 PM in Chicago.
Distance & Flight Time
1,132 mi / 1,822 km
Nonstop flight time is approximately 2h 36m to 2h 57m.
Facts

APF–MDW Quick Facts

Key statistics for the Naples to Chicago route.
Route details
Distance1,132 mi / 1,822 km
Flight time2h 36m to 2h 57m
Time difference-1 hour
Airlines (nonstop)1
Weekly flights5 out / 1 return
1-stop connections98 hubs
Origin: APF
Full nameNaples Municipal Airport
IATA / ICAOAPF / KAPF
TimezoneAmerica/New_York
Elevation8 ft / 2 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 APF to MDW flights.
Nonstop flights from Naples Municipal Airport to Chicago Midway International Airport take approximately 2h 36m to 2h 57m. The route covers 1,132 miles.
1 airline operates nonstop service: SGX.
There are approximately 5 nonstop flights per week from APF to MDW. The return direction has about 1 weekly flights.
Yes, 1-stop connections are available through MSY, PIE, CRG, PDK, LEX, TYS, TPA, CVG, SRQ, VRB, MCO, BHM, SDF, JAX, SUS, SAV, PBI, BNA, SUA, BCT, MEM, CLT, FLL, CHS, OPF, CMH, STL, IND, RDU, ATL, IAD, DTW, CLE, DPA, MKE, RIC, NAS, MIA, ORD, EWR, PIT, MNZ, ROC, ORF, TUL, DSM, BWI, SYR, PNE, BUF, OMA, BKX, AUS, GRR, IAH, BDR, HOU, CUN, DAL, LNK, BED, BDL, MSP, LGA, YYZ, HPN, GCM, ALB, PLS, SAT, DFW, TMB, BOS, OKC, YUL, DEN, BZN, PUJ, STT, EIS, TUS, SJU, SLC, PSP, SJD, SNA, PHX, VNY, LAS, SAN, BUR, SJC, LAX, EUG, RNO, SFO, PHL and SBN. These options provide additional schedule flexibility.
Chicago is 1 hour behind Naples.
Yes, return flights from MDW to APF are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include RSW, PGD and OPF. 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 APF to MDW

Naples Municipal Airport (APF) and Chicago Midway International Airport (MDW) are connected by nonstop service from SGX. With 5 weekly departures, this is a regularly served route.

APF to MDW Flight Duration and Schedule

Nonstop flight time from APF to MDW ranges from 2 hours 36 minutes to 2 hours 57 minutes. The route covers a distance of 1,132 miles (1,822 km). There are approximately 5 weekly flights outbound and 1 return, totaling 6 flights per week in both directions.

Connecting Options and Alternatives

98 one-stop connections are available, with the fastest taking approximately 4 hours via MSY. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Fort Myers (RSW), Punta Gorda (PGD) and Miami (OPF).