Southwest Airlines
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United States
Greater Rochester International Airport
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United States
Midway International Airport
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Scan through all non-stop flights from Rochester to Chicago. The full flight schedule below gives an overview of all non-stop flights from ROC 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 Rochester ROC 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 ROC MDW flight schedule.
Flights from ROC to MDW are operated 12 times a week, with an average of 2 flights per day. Departure times vary between 07:05 - 21:10. The earliest flight departs at 07:05, the last flight departs at 21:10. 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 Rochester to Chicago takes 2 hours. The flight distance between Rochester and Chicago is 521 miles (or 838 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 12 flights per week flying from Rochester to Chicago (as of May 2026).
2 hours is the average flight time from Rochester to Chicago.
The distance from Rochester to Chicago is 521 miles (838 kilometers).
Southwest Airlines is the only airline flying nonstop from Rochester to Chicago.
There are no alliances flying direct from Rochester to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Rochester to Chicago:
The earliest flight departs at 07:05 from Rochester and arrives at 08:05 at Chicago.
The latest flight departs at 21:10 from Rochester and arrives at 22:00 at Chicago.
521 miles (838 km) · 2h
07:50
08:40
Southwest Airlines
WN 4030
Southwest Airlines
Boeing 757
Y
W
J
F
08:05
08:55
Southwest Airlines
WN 4030
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
08:05
08:55
Southwest Airlines
WN 4030
Southwest Airlines
Boeing 757
Y
W
J
F
08:10
09:00
Southwest Airlines
WN 4030
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
09:00
09:50
Southwest Airlines
WN 4030
Southwest Airlines
Boeing 757
Y
W
J
F
18:40
19:30
Southwest Airlines
WN 2094
Southwest Airlines
Boeing 757
Y
W
J
F
18:40
19:30
Southwest Airlines
WN 366
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:25
20:15
Southwest Airlines
WN 2094
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:50
20:40
Southwest Airlines
WN 2094
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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