United Airlines
Star Alliance
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United States
Dane County Regional Airport (Truax Field)
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United States
O'Hare International Airport
Click to show full flight schedule
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 36 times a week, with an average of 5 flights per day. Departure times vary between 05:00 - 20:30. The earliest flight departs at 05:00, the last flight departs at 20:30. 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 12 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 36 flights per week flying from Madison to Chicago (as of May 2026).
1 hour and 12 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 06:16 at Chicago.
The latest flight departs at 20:30 from Madison and arrives at 21:48 at Chicago.
108 miles (174 km) · 1h 12m
05:00
06:16
United Airlines
Star Alliance
UA 5995
United Airlines
Bombardier CRJ 550
Y
W
J
F
05:00
06:09
American Airlines
Oneworld
AA 6494
American Airlines
Canadair Regional Jet 700
Y
W
J
F
05:00
06:17
United Airlines
Star Alliance
UA 5995
United Airlines
Canadair CRJ
Y
W
J
F
06:15
07:36
American Airlines
Oneworld
AA 4688
American Airlines
Embraer 175
Y
W
J
F
06:30
07:43
United Airlines
Star Alliance
UA 5545
United Airlines
Embraer 175
Y
W
J
F
06:30
07:51
American Airlines
Oneworld
AA 4688
American Airlines
Embraer 175
Y
W
J
F
06:30
07:40
United Airlines
Star Alliance
UA 2137
United Airlines
Airbus A319
Y
W
J
F
06:30
07:40
United Airlines
Star Alliance
UA 2137
United Airlines
Boeing 737-700
Y
W
J
F
06:46
08:07
American Airlines
Oneworld
AA 4688
American Airlines
Embraer 175
Y
W
J
F
08:10
09:20
United Airlines
Star Alliance
UA 2151
United Airlines
Boeing 737-800
Y
W
J
F
08:10
09:20
United Airlines
Star Alliance
UA 2151
United Airlines
Boeing 737-700
Y
W
J
F
08:10
09:20
United Airlines
Star Alliance
UA 2151
United Airlines
Boeing 737-800
Y
W
J
F
08:19
09:43
American Airlines
Oneworld
AA 4018
American Airlines
Embraer 170
Y
W
J
F
08:19
09:43
American Airlines
Oneworld
AA 4018
American Airlines
Embraer 170
Y
W
J
F
09:00
10:12
United Airlines
Star Alliance
UA 4584
United Airlines
Bombardier CRJ 550
Y
W
J
F
09:00
10:12
United Airlines
Star Alliance
UA 4584
United Airlines
Bombardier CRJ 550
Y
W
J
F
09:00
10:12
United Airlines
Star Alliance
UA 4584
United Airlines
Bombardier CRJ 550
Y
W
J
F
09:00
10:12
United Airlines
Star Alliance
UA 4584
United Airlines
Bombardier CRJ 550
Y
W
J
F
09:00
10:12
United Airlines
Star Alliance
UA 4584
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:36
11:53
United Airlines
Star Alliance
UA 5358
United Airlines
Canadair CRJ
Y
W
J
F
10:40
11:57
United Airlines
Star Alliance
UA 5358
United Airlines
Embraer 175
Y
W
J
F
10:40
11:57
United Airlines
Star Alliance
UA 5358
United Airlines
Canadair CRJ
Y
W
J
F
10:40
11:57
United Airlines
Star Alliance
UA 5358
United Airlines
Embraer 175
Y
W
J
F
11:29
12:42
American Airlines
Oneworld
AA 6347
American Airlines
Canadair Regional Jet 700
Y
W
J
F
12:06
13:21
American Airlines
Oneworld
AA 3437
American Airlines
Embraer 170
Y
W
J
F
12:14
13:25
United Airlines
Star Alliance
UA 5598
United Airlines
Bombardier CRJ 550
Y
W
J
F
12:17
13:25
United Airlines
Star Alliance
UA 5598
United Airlines
Embraer 175
Y
W
J
F
14:03
15:24
American Airlines
Oneworld
AA 4508
American Airlines
Embraer 175
Y
W
J
F
14:35
15:46
United Airlines
Star Alliance
UA 4392
United Airlines
Bombardier CRJ 550
Y
W
J
F
14:40
15:54
American Airlines
Oneworld
AA 3716
American Airlines
Embraer 170
Y
W
J
F
14:50
16:04
American Airlines
Oneworld
AA 3716
American Airlines
Embraer 170
Y
W
J
F
15:50
17:05
United Airlines
Star Alliance
UA 5589
United Airlines
Canadair CRJ
Y
W
J
F
15:53
17:05
United Airlines
Star Alliance
UA 529
United Airlines
Boeing 737-700
Y
W
J
F
15:53
17:03
United Airlines
Star Alliance
UA 529
United Airlines
Boeing 737-700
Y
W
J
F
15:53
17:05
United Airlines
Star Alliance
UA 529
United Airlines
Boeing 737-700
Y
W
J
F
17:45
19:00
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:45
19:00
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
17:45
19:00
United Airlines
Star Alliance
UA 4603
United Airlines
Bombardier CRJ 550
Y
W
J
F
18:44
20:05
American Airlines
Oneworld
AA 3717
American Airlines
Embraer 175
Y
W
J
F
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