Toledo to Chicago (TOL–MDW) — Airlines, Schedules & Connections

TOL Airport Page →
204 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 8 1-stop flights Verified 1mo 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
LAS Las Vegas 9h 25m SY → EJAGTWJTL Las Vegas (LAS) to Chicago flights
PGD Punta Gorda 14h 49m G4 → G4 Punta Gorda (PGD) to Chicago flights
DTW Detroit ~3h 23m SY → AFDLKE Detroit (DTW) to Chicago flights
ACY Atlantic City ~5h → Atlantic City (ACY) to Chicago flights
BWI Baltimore ~6h 19m SY → WN Baltimore (BWI) to Chicago flights
MCO Orlando ~6h 26m → WN Orlando (MCO) to Chicago flights
SRQ Sarasota/Bradenton ~6h 44m G4 → WN Sarasota/Bradenton (SRQ) to Chicago flights
PHX Phoenix ~8h 26m → WN Phoenix (PHX) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Toledo to Chicago
Flown by charter / private operators — no scheduled airline service.
204 mi 0h 32m nonstop -1h behind

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

Also explore TOL Routes MDW Routes TOL Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Toledo flights
Connections

Connection Landscape

1-stop and 2-stop options for TOL to MDW.
1-STOP
One-Stop Connections
8
Hubs
~3h
Fastest
~14h
Longest
DTW ~3h 23m ACY ~5h 0m BWI ~6h 19m MCO ~6h 26m SRQ ~6h 44m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
106
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
TOL → MDW
91%
Generally reliable. Most flights run on time.
Arriving
91%
Return
MDW → TOL
88%
Generally reliable. Most flights run on time.
Departing
88%
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 Toledo

Nearby airports with service to Chicago Midway International Airport.
Metric TOL→MDW DTW→MDW FWA→MDW
Distance from TOL – 49 mi 83 mi
Nonstop airlines – 12 2
Weekly flights – 74 1
Flight time 0h 32m 1h 0h 38m
Detroit (DTW) to Chicago flights · Fort Wayne (FWA) to Chicago flights · Lansing (LAN) to Chicago flights
Airports within 200 miles of TOL 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 Toledo.
TOL: EDT · MDW: CDT

When it's 6:00 PM in Toledo, it's 5:00 PM in Chicago.
Distance & Flight Time
204 mi / 328 km
Nonstop flight time is approximately 0h 32m gate to gate.
Facts

TOL–MDW Quick Facts

Key statistics for the Toledo to Chicago route.
Route details
Distance204 mi / 328 km
Flight time0h 32m
Time difference-1 hour
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: TOL
Full nameEugene F. Kranz Toledo Express Airport
IATA / ICAOTOL / KTOL
TimezoneAmerica/New_York
Passengers/yr0.1M
Elevation683 ft / 208 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 TOL to MDW flights.
Nonstop flights from Eugene F. Kranz Toledo Express Airport to Chicago Midway International Airport take about 0h 32m gate to gate. The route covers 204 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Harry Reid and Punta Gorda.
Chicago is 1 hour behind Toledo.
Nearby alternatives include DTW, FWA and LAN. 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 TOL to MDW

Eugene F. Kranz Toledo Express Airport (TOL) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

TOL to MDW Flight Duration and Schedule

Nonstop flight time from TOL to MDW is about 0 hours 32 minutes gate to gate. The route covers a distance of 204 miles (328 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Harry Reid and Punta Gorda. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Detroit (DTW), Fort Wayne (FWA) and Lansing (LAN).