Southwest Airlines
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Norfolk International Airport
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United States
Midway International Airport
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Scan through all non-stop flights from Norfolk to Chicago. The full flight schedule below gives an overview of all non-stop flights from ORF 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 Norfolk ORF 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 ORF MDW flight schedule.
Flights from ORF to MDW are operated 20 times a week, with an average of 3 flights per day. Departure times vary between 06:50 - 20:20. The earliest flight departs at 06:50, the last flight departs at 20:20. 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 Norfolk to Chicago takes 2 hours and 15 minutes. The flight distance between Norfolk and Chicago is 702 miles (or 1,130 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 20 flights per week flying from Norfolk to Chicago (as of July 2026).
2 hours and 15 minutes is the average flight time from Norfolk to Chicago.
The distance from Norfolk to Chicago is 702 miles (1,130 kilometers).
Southwest Airlines is the only airline flying nonstop from Norfolk to Chicago.
There are no alliances flying direct from Norfolk to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Norfolk to Chicago:
The earliest flight departs at 06:50 from Norfolk and arrives at 07:55 at Chicago.
The latest flight departs at 20:20 from Norfolk and arrives at 21:35 at Chicago.
702 miles (1,130 km) · 2h 15m
07:05
08:10
Southwest Airlines
WN 2834
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:50
08:50
Southwest Airlines
WN 3078
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
08:05
09:10
Southwest Airlines
WN 3732
Southwest Airlines
Boeing 737-700
Y
W
J
F
08:15
09:25
Southwest Airlines
WN 1371
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
11:35
12:40
Southwest Airlines
WN 3149
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
11:40
12:45
Southwest Airlines
WN 2031
Southwest Airlines
Boeing 737-700
Y
W
J
F
13:10
14:15
Southwest Airlines
WN 938
Southwest Airlines
Boeing 737-700
Y
W
J
F
15:30
16:35
Southwest Airlines
WN 3187
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:35
19:40
Southwest Airlines
WN 1338
Southwest Airlines
Boeing 737-700
Y
W
J
F
19:00
20:10
Southwest Airlines
WN 2224
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:15
20:20
Southwest Airlines
WN 1039
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:20
20:25
Southwest Airlines
WN 3135
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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