Southwest Airlines
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United States
Cincinnati/Northern Kentucky International Airport
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United States
Midway International Airport
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Scan through all non-stop flights from Cincinnati to Chicago. The full flight schedule below gives an overview of all non-stop flights from CVG to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
Currently, there is only one airline operating non-stop flights from Cincinnati CVG to Chicago MDW, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their CVG MDW flight schedule.
Flights from CVG to MDW are operated 13 times a week, with an average of 2 flights per day. Departure times vary between 07:50 - 20:35. The earliest flight departs at 07:50, the last flight departs at 20:35. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Cincinnati to Chicago takes 1 hour and 10 minutes. The flight distance between Cincinnati and Chicago is 249 miles (or 401 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 13 flights per week flying from Cincinnati to Chicago (as of April 2026).
1 hour and 10 minutes is the average flight time from Cincinnati to Chicago.
The distance from Cincinnati to Chicago is 249 miles (401 kilometers).
Southwest Airlines is the only airline flying nonstop from Cincinnati to Chicago.
There are no alliances flying direct from Cincinnati to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Cincinnati to Chicago:
The earliest flight departs at 07:50 from Cincinnati and arrives at 08:00 at Chicago.
The latest flight departs at 20:35 from Cincinnati and arrives at 20:45 at Chicago.
249 miles (401 km) · 1h 10m
08:35
08:45
Southwest Airlines
WN 1457
Southwest Airlines
Boeing 757
Y
W
J
F
08:45
09:00
Southwest Airlines
WN 492
Southwest Airlines
Boeing 757
Y
W
J
F
08:45
08:55
Southwest Airlines
WN 1457
Southwest Airlines
Boeing 757
Y
W
J
F
08:50
09:05
Southwest Airlines
WN 492
Southwest Airlines
Boeing 757
Y
W
J
F
09:00
09:15
Southwest Airlines
WN 1457
Southwest Airlines
Boeing 757
Y
W
J
F
17:00
17:15
Southwest Airlines
WN 1459
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:35
19:50
Southwest Airlines
WN 1459
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
20:15
20:30
Southwest Airlines
WN 3267
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
20:20
20:30
Southwest Airlines
WN 1459
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
20:30
20:40
Southwest Airlines
WN 3267
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
20:35
20:45
Southwest Airlines
WN 1459
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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