American Airlines
Oneworld
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United States
Dane County Regional Airport (Truax Field)
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United States
O'Hare International Airport
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Scan through all non-stop flights from Madison to Chicago. The full flight schedule below gives an overview of all non-stop flights from MSN to ORD, 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.
In total there are 2 airlines operating nonstop flights from Madison MSN to Chicago ORD. 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 MSN ORD flight schedule.
Flights from MSN to ORD are operated 49 times a week, with an average of 7 flights per day. Departure times vary between 05:00 - 20:42. The earliest flight departs at 05:00, the last flight departs at 20:42. 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.
You can fly in Economy and Business Class. Premium Economy and First Class are not available on this route (at least not as a non-stop flight).
The fastest direct flight from Madison to Chicago takes 1 hour and 25 minutes. The flight distance between Madison and Chicago is 108 miles (or 174 km).
There are 2 airports in Chicago: O'Hare International Airport (ORD) and Midway International Airport (MDW).
There are 49 flights per week flying from Madison to Chicago (as of August 2026).
1 hour and 25 minutes is the average flight time from Madison to Chicago.
The distance from Madison to Chicago is 108 miles (174 kilometers).
American Airlines and United Airlines are flying nonstop from Madison to Chicago.
Oneworld and Star Alliance are flying nonstop from Madison to Chicago.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from Madison to Chicago:
The earliest flight departs at 05:00 from Madison and arrives at 06:12 at Chicago.
The latest flight departs at 20:42 from Madison and arrives at 22:00 at Chicago.
108 miles (174 km) · 1h 25m
05:00
06:12
American Airlines
Oneworld
AA 6494
American Airlines
Canadair Regional Jet 700
Y
W
J
F
05:00
06:15
United Airlines
Star Alliance
UA 4415
United Airlines
Bombardier CRJ 550
Y
W
J
F
05:00
06:15
United Airlines
Star Alliance
UA 4415
United Airlines
Bombardier CRJ 550
Y
W
J
F
05:00
06:15
United Airlines
Star Alliance
UA 4415
United Airlines
Bombardier CRJ 550
Y
W
J
F
05:00
06:15
United Airlines
Star Alliance
UA 4415
United Airlines
Bombardier CRJ 550
Y
W
J
F
06:09
07:30
American Airlines
Oneworld
AA 3653
American Airlines
Embraer 175
Y
W
J
F
06:30
07:43
United Airlines
Star Alliance
UA 2137
United Airlines
Airbus A319
Y
W
J
F
07:47
09:08
American Airlines
Oneworld
AA 3653
American Airlines
Embraer 175
Y
W
J
F
08:05
09:18
United Airlines
Star Alliance
UA 394
United Airlines
Boeing 737-900
Y
W
J
F
08:09
09:22
United Airlines
Star Alliance
UA 394
United Airlines
Boeing 737-800
Y
W
J
F
08:10
09:23
United Airlines
Star Alliance
UA 394
United Airlines
Boeing 737-900
Y
W
J
F
08:10
09:23
United Airlines
Star Alliance
UA 394
United Airlines
Boeing 737-900
Y
W
J
F
08:10
09:23
United Airlines
Star Alliance
UA 394
United Airlines
Boeing 737-800
Y
W
J
F
08:10
09:23
United Airlines
Star Alliance
UA 394
United Airlines
Boeing 737-900
Y
W
J
F
08:10
09:23
United Airlines
Star Alliance
UA 394
United Airlines
Boeing 737-900
Y
W
J
F
09:48
11:01
American Airlines
Oneworld
AA 3953
American Airlines
Embraer 175
Y
W
J
F
09:52
11:05
American Airlines
Oneworld
AA 3953
American Airlines
Embraer 175
Y
W
J
F
09:57
11:10
American Airlines
Oneworld
AA 3953
American Airlines
Embraer 175
Y
W
J
F
10:43
11:59
United Airlines
Star Alliance
UA 4535
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:43
11:59
United Airlines
Star Alliance
UA 4535
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:43
11:59
United Airlines
Star Alliance
UA 4535
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:43
11:59
United Airlines
Star Alliance
UA 4535
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:43
11:59
United Airlines
Star Alliance
UA 4535
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:43
11:59
United Airlines
Star Alliance
UA 4535
United Airlines
Bombardier CRJ 550
Y
W
J
F
12:34
13:53
United Airlines
Star Alliance
UA 4178
United Airlines
Bombardier CRJ 550
Y
W
J
F
12:34
13:53
United Airlines
Star Alliance
UA 4178
United Airlines
Bombardier CRJ 550
Y
W
J
F
12:34
13:53
United Airlines
Star Alliance
UA 4178
United Airlines
Bombardier CRJ 550
Y
W
J
F
12:40
13:59
United Airlines
Star Alliance
UA 4178
United Airlines
Bombardier CRJ 550
Y
W
J
F
12:40
13:59
United Airlines
Star Alliance
UA 4178
United Airlines
Bombardier CRJ 550
Y
W
J
F
14:23
15:38
United Airlines
Star Alliance
UA 5715
United Airlines
Bombardier CRJ 550
Y
W
J
F
14:35
15:47
American Airlines
Oneworld
AA 4038
American Airlines
Embraer 170
Y
W
J
F
14:44
15:57
United Airlines
Star Alliance
UA 1400
United Airlines
Boeing 737-800
Y
W
J
F
14:44
15:57
United Airlines
Star Alliance
UA 1400
United Airlines
Boeing 737-800
Y
W
J
F
14:45
16:00
American Airlines
Oneworld
AA 4038
American Airlines
Embraer 170
Y
W
J
F
14:47
16:00
United Airlines
Star Alliance
UA 1400
United Airlines
Boeing 737-800
Y
W
J
F
15:55
17:11
United Airlines
Star Alliance
UA 264
United Airlines
Airbus A320-100/200
Y
W
J
F
15:55
17:11
United Airlines
Star Alliance
UA 264
United Airlines
Boeing 737-800
Y
W
J
F
15:55
17:11
United Airlines
Star Alliance
UA 264
United Airlines
Airbus A320-100/200
Y
W
J
F
15:55
17:11
United Airlines
Star Alliance
UA 264
United Airlines
Airbus A320-100/200
Y
W
J
F
15:55
17:11
United Airlines
Star Alliance
UA 264
United Airlines
Airbus A320-100/200
Y
W
J
F
16:01
17:17
United Airlines
Star Alliance
UA 264
United Airlines
Boeing 737-800
Y
W
J
F
17:48
19:05
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:48
19:05
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:48
19:05
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:48
19:05
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:48
19:05
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
18:15
19:32
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
18:15
19:32
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
18:52
20:29
American Airlines
Oneworld
AA 4448
American Airlines
Embraer 175
Y
W
J
F
18:53
20:30
American Airlines
Oneworld
AA 4448
American Airlines
Embraer 175
Y
W
J
F
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