Southwest Airlines
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Richmond International Airport
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Midway International Airport
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Scan through all non-stop flights from Richmond to Chicago. The full flight schedule below gives an overview of all non-stop flights from RIC 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 Richmond RIC 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 RIC MDW flight schedule.
Flights from RIC to MDW are operated 7 times a week, with an average of 1 flight per day. Departure times vary between 07:25 - 19:45. The earliest flight departs at 07:25, the last flight departs at 19:45. 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 Richmond to Chicago takes 2 hours. The flight distance between Richmond and Chicago is 628 miles (or 1,011 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 7 flights per week flying from Richmond to Chicago (as of April 2026).
2 hours is the average flight time from Richmond to Chicago.
The distance from Richmond to Chicago is 628 miles (1,011 kilometers).
Southwest Airlines is the only airline flying nonstop from Richmond to Chicago.
There are no alliances flying direct from Richmond to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Richmond to Chicago:
The earliest flight departs at 07:25 from Richmond and arrives at 08:20 at Chicago.
The latest flight departs at 19:45 from Richmond and arrives at 20:40 at Chicago.
628 miles (1,011 km) · 2h
07:45
08:50
Southwest Airlines
WN 3359
Southwest Airlines
Boeing 757
Y
W
J
F
07:50
08:55
Southwest Airlines
WN 2777
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
08:05
09:10
Southwest Airlines
WN 2777
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
08:10
09:15
Southwest Airlines
WN 2777
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
17:10
18:20
Southwest Airlines
WN 3359
Southwest Airlines
Boeing 757
Y
W
J
F
19:25
20:30
Southwest Airlines
WN 3359
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:30
20:30
Southwest Airlines
WN 2777
Southwest Airlines
Boeing 757
Y
W
J
F
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