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

CLE Airport Page →
306 mi airlines 40/wk
On-time Some delays Frequent delays
Flight Schedule 20 flights Verified 31m ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight
  Flight Airline AC Dep Arr Dur OTP Sched  
WN1875
WN Southwest
737
7:15 AM
EDT
7:45 AM
CDT
1h 30m
M T W T F S S
Prices
WN1086
WN Southwest
7S7
7:55 AM
EDT
8:20 AM
CDT
1h 25m
M T W T F S S
Prices
WN1378
WN Southwest
73H
9:00 AM
EDT
9:15 AM
CDT
1h 15m
M T W T F S S
Prices
WN1514
WN Southwest
737
11:05 AM
EDT
11:25 AM
CDT
1h 20m
M T W T F S S
Prices
WN878
WN Southwest
73H
2:40 PM
EDT
3:00 PM
CDT
1h 20m
M T W T F S S
Prices
WN675
WN Southwest
7S7
2:45 PM
EDT
3:05 PM
CDT
1h 20m
M T W T F S S
Prices
WN2211
WN Southwest
737
7:50 PM
EDT
8:10 PM
CDT
1h 20m
M T W T F S S
Prices
WN1292
WN Southwest
7S7
7:55 PM
EDT
8:10 PM
CDT
1h 15m
M T W T F S S
Prices
WN648
WN Southwest
B38M
8:03 PM
EDT
8:24 PM
CDT
1h 21m
M T W T F S S
Prices
WN3731
WN Southwest
7S7
8:05 PM
EDT
8:25 PM
CDT
1h 20m
M T W T F S S
Prices
WN2841
WN Southwest
7M8
8:30 PM
EDT
8:50 PM
CDT
1h 20m
M T W T F S S
Prices
WN1372
WN Southwest
7S7
7:45 AM
CDT
9:55 AM
EDT
1h 10m
M T W T F S S
Prices
WN3199
WN Southwest
7S7
7:45 AM
CDT
9:55 AM
EDT
1h 10m
M T W T F S S
Prices
WN1712
WN Southwest
7S7
7:55 AM
CDT
10:10 AM
EDT
1h 15m
M T W T F S S
Prices
WN4008
WN Southwest
B38M
8:00 AM
CDT
10:15 AM
EDT
1h 15m
M T W T F S S
Prices
WN1997
WN Southwest
73H
12:10 PM
CDT
2:31 PM
EDT
1h 21m
M T W T F S S
Prices
WN1932
WN Southwest
73H
12:45 PM
CDT
3:00 PM
EDT
1h 15m
M T W T F S S
Prices
WN746
WN Southwest
737
12:55 PM
CDT
3:05 PM
EDT
1h 10m
M T W T F S S
Prices
WN2612
WN Southwest
7S7
6:05 PM
CDT
8:20 PM
EDT
1h 15m
M T W T F S S
Prices
WN2536
WN Southwest
7S7
6:45 PM
CDT
8:55 PM
EDT
1h 10m
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...
Cleveland to Chicago
1 carrier, 40 flights/week nonstop.
1 Airlines 40 Flights/wk 306 mi 1h 15m nonstop -1h behind 67 1-stop hubs

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, 67 hubs offer 1-stop connections.

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 40 737, 73H, 7M8, 7S7, B38M 1h15-1h30 88%
Aircraft on this route
737 Boeing 737-700 – WN
73H Boeing 737-800 – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
B38MWN
Alliance coverage
Unaffiliated: WN (40 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
6
flights
Tue
6
flights
Wed
6
flights
Thu
6
flights
Fri
6
flights
Sat
4
flights
Sun
6
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
11
Nonstop flights
40
Outbound / wk
40
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for CLE to MDW.
1-STOP
One-Stop Connections
67
Hubs
~2h
Fastest
~32h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,236
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
88%
Generally reliable. Most flights run on time.
Departing
88%
Arriving
51%
Return
MDW → CLE
61%
Moderate delays possible. Allow buffer time.
Departing
61%
Arriving
64%
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 3
Weekly flights 40 62
Flight time 1h 15m 1h 5m 1h 10m
Departure OTP 88%
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 to 1h 30m.

CLE–MDW Quick Facts

Key statistics for the Cleveland to Chicago route.
Route details
Distance306 mi / 492 km
Flight time1h 15m to 1h 30m
Time difference-1 hour
Airlines (nonstop)1
Weekly flights40 out / 40 return
1-stop connections67 hubs
Origin: CLE
IATA / ICAOCLE / KCLE
TimezoneAmerica/Detroit
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 approximately 1h 15m to 1h 30m. The route covers 306 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 40 nonstop flights per week from CLE to MDW. The return direction has about 40 weekly flights.
Yes, 1-stop connections are available through CGF, CAK, ERI, PIT, MKE, IND, CMH, SDF, MCI, YYZ, TYS, TEB, DSM, SUS, HPN, IAD, PDK, MEM, LNK, BDL, GSP, SAV, SSI, UST, ICT, APF, MSY, PBI, HOU, NAS, OPF, SAT, SCF, SNA, CUN, RDU, DTW, CLT, MSP, ATL, BOS, DCA, RSW, STL, BWI, BNA, MCO, TPA, SEA, MIA, DEN, ORD, LGA, FLL, PHL, JAX, EWR, DFW, PHX, SRQ, SFO, LAS, LAX, IAH, BTL, SLC and PUJ. These options provide additional schedule flexibility.
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 40 weekly departures, this is a heavily served route.

CLE to MDW Flight Duration and Schedule

Nonstop flight time from CLE to MDW ranges from 1 hours 15 minutes to 1 hours 30 minutes. The route covers a distance of 306 miles (492 km). There are approximately 40 weekly flights outbound and 40 return, totaling 80 flights per week in both directions.

Connecting Options and Alternatives

67 one-stop connections are available, with the fastest taking approximately 2 hours via CGF. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Akron (CAK), Detroit (DTW) and Erie (ERI).