Cleveland to Chicago (CLE–MDW) — Airlines, Schedules & Connections

CLE Airport Page →
306 mi airlines charter/private 28/wk
On-time Some delays Frequent delays
Flight Schedule 18 flights Verified 24m 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
WN4171
WN Southwest
7M8
8:20 AM
EDT
8:35 AM
CDT
1h 15m
M T W T F S S
Prices
WN1257
WN Southwest
7S7
8:25 AM
EDT
8:40 AM
CDT
1h 15m
M T W T F S S
Prices
WN769
WN Southwest
7S7
9:00 AM
EDT
9:15 AM
CDT
1h 15m
M T W T F S S
Prices
WN1262
WN Southwest
737
9:05 AM
EDT
9:20 AM
CDT
1h 15m
M T W T F S S
Prices
WN1161
WN Southwest
7M8
12:05 PM
EDT
12:20 PM
CDT
1h 15m
M T W T F S S
Prices
WN1306
WN Southwest
73H
12:05 PM
EDT
12:20 PM
CDT
1h 15m
M T W T F S S
Prices
WN1163
WN Southwest
7M8
1:35 PM
EDT
1:50 PM
CDT
1h 15m
M T W T F S S
Prices
WN1162
WN Southwest
7M8
3:25 PM
EDT
3:40 PM
CDT
1h 15m
M T W T F S S
Prices
WN267
WN Southwest
737
8:10 PM
EDT
8:25 PM
CDT
1h 15m
M T W T F S S
Prices
WN937
WN Southwest
7S7
7:50 AM
CDT
10:05 AM
EDT
1h 15m
46%
M T W T F S S
Prices
WN1813
WN Southwest
7M8
1:10 PM
CDT
3:20 PM
EDT
1h 10m
46%
M T W T F S S
Prices
WN2774
WN Southwest
737
1:35 PM
CDT
3:45 PM
EDT
1h 10m
46%
M T W T F S S
Prices
WN4088
WN Southwest
73H
1:40 PM
CDT
3:50 PM
EDT
1h 10m
46%
M T W T F S S
Prices
WN823
WN Southwest
7S7
3:45 PM
CDT
5:55 PM
EDT
1h 10m
46%
M T W T F S S
Prices
UA3778
UA United
7M9
5:10 PM
CDT
7:25 PM
EDT
1h 15m
M T W T F S S
Prices
WN4506
WN Southwest
737
5:25 PM
CDT
7:35 PM
EDT
1h 10m
46%
M T W T F S S
Prices
WN2587
WN Southwest
73H
6:00 PM
CDT
8:15 PM
EDT
1h 15m
46%
M T W T F S S
Prices
WN4153
WN Southwest
7S7
7:35 PM
CDT
9:50 PM
EDT
1h 15m
46%
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
DTW Detroit 3h 1m AFAMDL AFDLKE Detroit (DTW) to Chicago flights
STL St Louis 3h 35m WN LXJWN St Louis (STL) to Chicago flights
BWI Baltimore 4h 10m WN WN Baltimore (BWI) to Chicago flights
DCA Washington 4h 19m AAAS WN Washington (DCA) to Chicago flights
PHL Philadelphia 4h 24m AA EJAWN Philadelphia (PHL) to Chicago flights
BNA Nashville 4h 35m ERYLXJWN LXJWN Nashville (BNA) to Chicago flights
ATL Atlanta 4h 39m AFAMDL AFAMDL Atlanta (ATL) to Chicago flights
CLT Charlotte 4h 42m AA WN Charlotte (CLT) to Chicago flights
RDU Raleigh/Durham 4h 48m F9LXJ LXJWN Raleigh/Durham (RDU) to Chicago flights
LGA New York 5h 6m AADLWS WN New York (LGA) to Chicago flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Cleveland to Chicago
1 carrier, 28 flights/week nonstop.
1 Airlines 306 mi 1h 15m nonstop -1h behind

CLE–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 306 miles in approximately 1h 15m. Beyond nonstop, 1-stop connecting options are also available.

Airline Landscape

All carriers operating nonstop CLE–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 27 737, 73H, 7M8, 7S7 1h15 95%
Aircraft on this route
737 Boeing 737-700 – WN
73H Boeing 737-800 (Winglets) – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
Alliance coverage
Unaffiliated: WN (27 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, CLE to MDW direction.
Mon
4
flights
Tue
4
flights
Wed
4
flights
Thu
4
flights
Fri
4
flights
Sat
4
flights
Sun
3
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
9
Nonstop flights
28
Outbound / wk
28
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for CLE to MDW.
1-STOP
One-Stop Connections
42
Hubs
~3h
Fastest
~24h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,133
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.

On-Time Performance

What to expect at each end of your journey.
Outbound
CLE → MDW
95%
Generally reliable. Most flights run on time.
Departing
95%
Arriving
80%
Return
MDW → CLE
87%
Generally reliable. Most flights run on time.
Departing
87%
Arriving
67%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. CLE delays → MDW delays →

Other ways to reach Chicago from Cleveland

Nearby airports with service to Chicago Midway International Airport.
Metric CLE→MDW CAK→MDW DTW→MDW
Distance from CLE 40 mi 95 mi
Nonstop airlines 1 2 12
Weekly flights 28 74
Flight time 1h 15m 1h 5m 1h
Departure OTP 95%
Airports within 200 miles of CLE with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago is 1 hour behind Cleveland.
CLE: EDT · MDW: CDT

When it's 6:00 PM in Cleveland, it's 5:00 PM in Chicago.
Distance & Flight Time
306 mi / 492 km
Nonstop flight time is approximately 1h 15m gate to gate.

CLE–MDW Quick Facts

Key statistics for the Cleveland to Chicago route.
Route details
Distance306 mi / 492 km
Flight time1h 15m
Time difference-1 hour
Airlines (nonstop)1
Weekly flights28 out / 28 return
1-stop connectionsAvailable
Origin: CLE
IATA / ICAOCLE / KCLE
TimezoneAmerica/New_York
Passengers/yr9.9M
Elevation791 ft / 241 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about CLE to MDW flights.
Nonstop flights from Cleveland Hopkins International Airport to Chicago Midway International Airport take about 1h 15m gate to gate. The route covers 306 miles.
1 airline operates flights from CLE 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 Detroit Metropolitan Wayne County, St. Louis Lambert and Baltimore/Washington International Thurgood Marshall.
Chicago is 1 hour behind Cleveland.
Yes, return flights from MDW to CLE are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include CAK, DTW and ERI. 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 CLE to MDW

Cleveland Hopkins International Airport (CLE) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 28 weekly departures, this is a heavily served route.

CLE to MDW Flight Duration and Schedule

Nonstop flight time from CLE to MDW is about 1 hours 15 minutes gate to gate. The route covers a distance of 306 miles (492 km). There are approximately 28 weekly flights outbound and 28 return, totaling 56 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Detroit Metropolitan Wayne County, St. Louis Lambert and Baltimore/Washington International Thurgood Marshall. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Akron (CAK), Detroit (DTW) and Erie (ERI).