Flights operate between Chicago (MDW) and Cleveland (CLE).
1 airline operates this route with 1-6 flights daily flights.
Average flight time is 1h 10m - 1h 25m.
Route distance is 307 miles (494 km).
Route Distance
307 miles (494 km)
Average Duration
1h 10m - 1h 25m
Airlines Operating This Route
Southwest Airlines
Flight Frequency
Daily Flights
1-6 flights
Weekly Flights
24
Typical Departure Time Ranges
Earliest Departure
09:35
Latest Departure
19:50
Route Intelligence Dashboard
Overall Connectivity Score
70
GoodRoute Diversity
1
Direct Routes
Southwest Airlines serves 1 destination from MDW
Weekly Frequency
21
Weekly Flights
Trend: Stable
Top 1 Most Frequent Routes - Details
| Route | Weekly Flights | Duration | Distance | Reliability |
|---|---|---|---|---|
| MDW → Cleveland (CLE) (CLE) | 21/week | 1h 10m - 1h 25m | 307 km | Moderate |
Flight Schedule & Filters
Southwest Airlines flights from Chicago (MDW) to Cleveland (CLE)
Southwest Airlines operates scheduled nonstop flights between Chicago (MDW) and Cleveland (CLE). Southwest Airlines operates 1-6 flights daily flights on this route.• Flight Duration: 1h 10m - 1h 25m (average flight time)• Distance: 307 miles (494 km) (air miles between airports)• Daily Flights: 1-6 flights (scheduled departures per day)
Chicago (MDW)
US
Cleveland (CLE)
US
FLIGHT TIME
1h 10m - 1h 25m
FLIGHT DISTANCE
307 miles (494 km)
1h 10m - 1h 15m
09:35
19:50
307 miles (494 km)
January
1 (Show)
24
Southwest Airlines Terminal Information & Contact
Departure Terminal - Chicago (MDW)
Terminal: 1
Phone: 800-435-9792
Location: 1, Chicago, US
Arrival Terminal - Cleveland (CLE)
Terminal: 1
Phone: 800-435-9792
Location: 1, Cleveland, US
Southwest Airlines Flight Schedule from Chicago (MDW) to Cleveland (CLE)
| Flight | Airline | Departure | Arrival | Aircraft |
|---|---|---|---|---|
WN2497 |  Southwest Airlines | 09:35 | 11:50:00 | Boeing 737MAX 8 Passenger |
WN2662 | Southwest Airlines | 15:30 | 17:40:00 | Boeing 737-700 (winglets) Passenger/BBJ1 |
WN2742 | Southwest Airlines | 19:50 | 22:00:00 | Boeing 737-700 (winglets) Passenger/BBJ1 |
Southwest Airlines Monthly Flight Calendar
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Things to Do Near CLE Airport
Frostville Museum
3.5 km from airportBerea Falls Scenic Overlook
3.9 km from airportExtended Stay America - Cleveland - Great Northern Mall
5.0 km from airportGrand Pacific Junction
6.0 km from airportOld Stone House Museum
10.1 km from airportBirthplace of John Heisman
13.8 km from airportSouthwest Airlines Terminal Information
Departure Terminal at Chicago (MDW):
• Terminal : Southwest Airlines operates from this terminal
Terminal 1:
• Southwest Airlines Terminal Phone: 800-435-9792
Arrival Terminal at Cleveland (CLE):
• Terminal : Southwest Airlines operates from this terminal
Terminal 1:
• Southwest Airlines Terminal Phone: 800-435-9792
Weather & Climate at Cleveland (CLE)
11.5°C
Avg Temperature94mm
Avg Rainfall14.2km/h
Avg Wind Speed71%
Avg HumidityBest Months to Visit
Challenging Months
12-Month Weather Overview
Wind Speed by Month
Humidity by Month
Best Time to Book Flights to Cleveland (CLE)
Best Booking Window
Book 2-3 months in advance for best prices
Booking Tip
Avoid booking during extreme weather months for better deals
Recommended Months
These months offer the best balance of weather, prices, and availability.
Monthly Booking Recommendations
Flight Price Trends for Cleveland (CLE)
Cheapest Months to Fly
Book flights during these months for the best deals and lowest prices.
Price Trend Analysis
Prices are typically lower during shoulder seasons
Monthly Price Trends
Best Months to Fly Southwest Airlines to Cleveland (CLE)
Best Months
Optimal conditions for travel with favorable weather, prices, and availability.
Shoulder Season
Transition periods with moderate conditions. Good balance of price and experience.
Seasonal Insight
Best travel months: 2025-09
Seasonal Travel Calendar
Southwest Airlines Contact Information and Customer Services
Southwest Airlines Address
2702 Love Field Dr
Dallas, TX 75235, US
Customer Service Phone
800-435-9792Official Website
southwest.com/Frequently Asked Questions
How many Southwest Airlines flights operate from Chicago (MDW) to Cleveland (CLE)?
Southwest Airlines operates 3 flights from Chicago (MDW) to Cleveland (CLE).
What city does Cleveland (CLE) airport serve?
Cleveland (CLE) airport serves Cleveland, US.
How long is the Southwest Airlines flight from Chicago (MDW) to Cleveland (CLE)?
The flight duration is approximately 1h 10m - 1h 25m.
What is the distance from Chicago (MDW) to Cleveland (CLE)?
The distance is 307 miles (494 km).
What aircraft does Southwest Airlines use on this route?
Southwest Airlines uses Boeing 737MAX 8 Passenger, Boeing 737-700 (winglets) Passenger/BBJ1 on this route.
What are the earliest and latest Southwest Airlines flight departure times?
The earliest Southwest Airlines flight departs at 09:35 and the latest departs at 19:50.
Which terminal does Southwest Airlines use at Chicago (MDW)?
Southwest Airlines flights from Chicago (MDW) depart from Terminal 1. Terminal 1 phone: 800-435-9792.
View all Southwest Airlines flights to Chicago (MDW) →
Popular Southwest Airlines routes from Chicago include multiple destinations.
Route data verified regularly by Triposia Travel Research Team.