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 113 times a week, with an average of 16 flights per day. Departure times vary between 05:00 - 20:55. The earliest flight departs at 05:00, the last flight departs at 20:55. 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 14 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 113 flights per week flying from Madison to Chicago (as of April 2026).
1 hour and 14 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 06:10 at Chicago.
The latest flight departs at 20:55 from Madison and arrives at 22:11 at Chicago.
108 miles (174 km) · 1h 14m
05:00
06:10
United Airlines
Star Alliance
UA 4417
United Airlines
Bombardier CRJ 550
Y
W
J
F
05:00
06:12
United Airlines
Star Alliance
UA 3640
United Airlines
Embraer 175
Y
W
J
F
05:00
06:08
American Airlines
Oneworld
AA 4961
American Airlines
Canadair Regional Jet 700
Y
W
J
F
05:00
06:12
United Airlines
Star Alliance
UA 3640
United Airlines
Embraer 175
Y
W
J
F
05:00
06:10
United Airlines
Star Alliance
UA 4417
United Airlines
Bombardier CRJ 550
Y
W
J
F
05:00
06:17
American Airlines
Oneworld
AA 3891
American Airlines
Embraer 175
Y
W
J
F
05:00
06:12
United Airlines
Star Alliance
UA 3640
United Airlines
Embraer 175
Y
W
J
F
05:00
06:12
United Airlines
Star Alliance
UA 3640
United Airlines
Embraer 175
Y
W
J
F
05:00
06:10
United Airlines
Star Alliance
UA 4417
United Airlines
Bombardier CRJ 550
Y
W
J
F
05:00
06:10
United Airlines
Star Alliance
UA 4417
United Airlines
Bombardier CRJ 550
Y
W
J
F
05:00
06:12
United Airlines
Star Alliance
UA 3640
United Airlines
Embraer 175
Y
W
J
F
05:00
06:12
United Airlines
Star Alliance
UA 3640
United Airlines
Embraer 175
Y
W
J
F
05:00
06:15
United Airlines
Star Alliance
UA 4431
United Airlines
Bombardier CRJ 550
Y
W
J
F
05:30
06:47
American Airlines
Oneworld
AA 3891
American Airlines
Embraer 175
Y
W
J
F
06:00
07:12
United Airlines
Star Alliance
UA 5260
United Airlines
Embraer 175
Y
W
J
F
06:00
07:05
United Airlines
Star Alliance
UA 2287
United Airlines
Airbus A319
Y
W
J
F
06:00
07:12
United Airlines
Star Alliance
UA 5260
United Airlines
Embraer 175
Y
W
J
F
06:00
07:07
United Airlines
Star Alliance
UA 2287
United Airlines
Airbus A319
Y
W
J
F
06:00
07:12
United Airlines
Star Alliance
UA 5260
United Airlines
Embraer 175
Y
W
J
F
06:15
07:29
American Airlines
Oneworld
AA 3464
American Airlines
Embraer 175
Y
W
J
F
06:30
07:37
United Airlines
Star Alliance
UA 2287
United Airlines
Airbus A319
Y
W
J
F
06:30
07:37
United Airlines
Star Alliance
UA 2287
United Airlines
Airbus A319
Y
W
J
F
06:30
07:37
United Airlines
Star Alliance
UA 2287
United Airlines
Airbus A319
Y
W
J
F
06:30
07:43
United Airlines
Star Alliance
UA 4679
United Airlines
Embraer 175
Y
W
J
F
07:28
08:55
American Airlines
Oneworld
AA 4963
American Airlines
Canadair Regional Jet 700
Y
W
J
F
07:45
09:03
American Airlines
Oneworld
AA 4069
American Airlines
Embraer 170
Y
W
J
F
08:10
09:18
United Airlines
Star Alliance
UA 1580
United Airlines
Boeing 737-800
Y
W
J
F
08:30
09:37
United Airlines
Star Alliance
UA 1580
United Airlines
Boeing 737-800
Y
W
J
F
08:30
09:37
United Airlines
Star Alliance
UA 1580
United Airlines
Airbus A319
Y
W
J
F
08:30
09:37
United Airlines
Star Alliance
UA 1580
United Airlines
Boeing 737-800
Y
W
J
F
08:30
09:37
United Airlines
Star Alliance
UA 1580
United Airlines
Airbus A319
Y
W
J
F
08:30
09:37
United Airlines
Star Alliance
UA 1580
United Airlines
Boeing 737-800
Y
W
J
F
09:18
10:31
American Airlines
Oneworld
AA 3506
American Airlines
Embraer 170
Y
W
J
F
09:44
10:55
American Airlines
Oneworld
AA 4385
American Airlines
Embraer 175
Y
W
J
F
09:44
10:55
American Airlines
Oneworld
AA 4385
American Airlines
Embraer 175
Y
W
J
F
09:55
11:05
United Airlines
Star Alliance
UA 5383
United Airlines
Bombardier CRJ 550
Y
W
J
F
09:56
11:10
American Airlines
Oneworld
AA 4738
American Airlines
Embraer 175
Y
W
J
F
10:05
11:15
United Airlines
Star Alliance
UA 4430
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:05
11:17
United Airlines
Star Alliance
UA 3710
United Airlines
Embraer 175
Y
W
J
F
10:05
11:17
United Airlines
Star Alliance
UA 3710
United Airlines
Embraer 175
Y
W
J
F
10:05
11:15
United Airlines
Star Alliance
UA 4430
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:05
11:17
United Airlines
Star Alliance
UA 3710
United Airlines
Embraer 175
Y
W
J
F
10:05
11:17
United Airlines
Star Alliance
UA 3710
United Airlines
Embraer 175
Y
W
J
F
10:05
11:15
United Airlines
Star Alliance
UA 4430
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:05
11:15
United Airlines
Star Alliance
UA 4430
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:05
11:17
United Airlines
Star Alliance
UA 3710
United Airlines
Embraer 175
Y
W
J
F
10:05
11:17
United Airlines
Star Alliance
UA 3710
United Airlines
Embraer 175
Y
W
J
F
10:05
11:15
United Airlines
Star Alliance
UA 4430
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:05
11:15
United Airlines
Star Alliance
UA 4430
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:05
11:17
United Airlines
Star Alliance
UA 3710
United Airlines
Embraer 175
Y
W
J
F
10:19
11:33
American Airlines
Oneworld
AA 4738
American Airlines
Embraer 175
Y
W
J
F
10:19
11:33
American Airlines
Oneworld
AA 4738
American Airlines
Embraer 175
Y
W
J
F
10:19
11:33
American Airlines
Oneworld
AA 4738
American Airlines
Embraer 175
Y
W
J
F
10:19
11:33
American Airlines
Oneworld
AA 4738
American Airlines
Embraer 175
Y
W
J
F
10:19
11:33
American Airlines
Oneworld
AA 4738
American Airlines
Embraer 175
Y
W
J
F
10:19
11:33
American Airlines
Oneworld
AA 4738
American Airlines
Embraer 175
Y
W
J
F
10:19
11:33
American Airlines
Oneworld
AA 4738
American Airlines
Embraer 175
Y
W
J
F
10:48
12:00
United Airlines
Star Alliance
UA 3654
United Airlines
Embraer 175
Y
W
J
F
10:50
12:00
United Airlines
Star Alliance
UA 4577
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:50
12:00
United Airlines
Star Alliance
UA 4577
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:50
12:00
United Airlines
Star Alliance
UA 4577
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:50
12:00
United Airlines
Star Alliance
UA 4577
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:50
12:00
United Airlines
Star Alliance
UA 4577
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:50
12:00
United Airlines
Star Alliance
UA 4577
United Airlines
Bombardier CRJ 550
Y
W
J
F
10:50
11:55
United Airlines
Star Alliance
UA 4577
United Airlines
Bombardier CRJ 550
Y
W
J
F
12:13
13:23
United Airlines
Star Alliance
UA 5257
United Airlines
Bombardier CRJ 550
Y
W
J
F
12:13
13:23
United Airlines
Star Alliance
UA 5257
United Airlines
Bombardier CRJ 550
Y
W
J
F
12:13
13:23
United Airlines
Star Alliance
UA 5257
United Airlines
Bombardier CRJ 550
Y
W
J
F
14:18
15:38
American Airlines
Oneworld
AA 4945
American Airlines
Canadair Regional Jet 700
Y
W
J
F
14:18
15:38
American Airlines
Oneworld
AA 4945
American Airlines
Canadair Regional Jet 700
Y
W
J
F
14:18
15:38
American Airlines
Oneworld
AA 4945
American Airlines
Canadair Regional Jet 700
Y
W
J
F
14:30
15:42
United Airlines
Star Alliance
UA 3495
United Airlines
Embraer 175
Y
W
J
F
14:44
15:54
United Airlines
Star Alliance
UA 4556
United Airlines
Bombardier CRJ 550
Y
W
J
F
14:44
15:56
United Airlines
Star Alliance
UA 3495
United Airlines
Embraer 175
Y
W
J
F
14:44
15:56
United Airlines
Star Alliance
UA 3495
United Airlines
Embraer 175
Y
W
J
F
15:01
16:16
American Airlines
Oneworld
AA 3778
American Airlines
Embraer 170
Y
W
J
F
15:01
16:16
American Airlines
Oneworld
AA 3778
American Airlines
Embraer 170
Y
W
J
F
15:01
16:16
American Airlines
Oneworld
AA 3778
American Airlines
Embraer 170
Y
W
J
F
15:01
16:16
American Airlines
Oneworld
AA 3778
American Airlines
Embraer 170
Y
W
J
F
15:01
16:16
American Airlines
Oneworld
AA 3778
American Airlines
Embraer 170
Y
W
J
F
15:01
16:16
American Airlines
Oneworld
AA 3778
American Airlines
Embraer 175
Y
W
J
F
15:01
16:16
American Airlines
Oneworld
AA 3778
American Airlines
Embraer 170
Y
W
J
F
15:01
16:16
American Airlines
Oneworld
AA 3778
American Airlines
Embraer 170
Y
W
J
F
15:03
16:10
American Airlines
Oneworld
AA 3794
American Airlines
Embraer 170
Y
W
J
F
15:53
17:03
United Airlines
Star Alliance
UA 4556
United Airlines
Bombardier CRJ 550
Y
W
J
F
15:53
17:04
United Airlines
Star Alliance
UA 4654
United Airlines
Embraer 175
Y
W
J
F
15:53
17:04
United Airlines
Star Alliance
UA 4654
United Airlines
Embraer 175
Y
W
J
F
15:53
17:03
United Airlines
Star Alliance
UA 4556
United Airlines
Bombardier CRJ 550
Y
W
J
F
15:53
17:04
United Airlines
Star Alliance
UA 4654
United Airlines
Embraer 175
Y
W
J
F
15:53
17:03
United Airlines
Star Alliance
UA 4556
United Airlines
Bombardier CRJ 550
Y
W
J
F
15:53
17:04
United Airlines
Star Alliance
UA 4654
United Airlines
Embraer 175
Y
W
J
F
15:53
17:04
United Airlines
Star Alliance
UA 4654
United Airlines
Embraer 175
Y
W
J
F
15:56
16:59
United Airlines
Star Alliance
UA 1429
United Airlines
Boeing 737-700
Y
W
J
F
17:34
18:50
United Airlines
Star Alliance
UA 5563
United Airlines
Embraer 175
Y
W
J
F
17:37
19:05
American Airlines
Oneworld
AA 4943
American Airlines
Canadair Regional Jet 700
Y
W
J
F
17:37
19:05
American Airlines
Oneworld
AA 4943
American Airlines
Canadair Regional Jet 700
Y
W
J
F
17:37
19:05
American Airlines
Oneworld
AA 4943
American Airlines
Canadair Regional Jet 700
Y
W
J
F
17:42
19:10
American Airlines
Oneworld
AA 4943
American Airlines
Canadair Regional Jet 700
Y
W
J
F
17:42
19:10
American Airlines
Oneworld
AA 4943
American Airlines
Canadair Regional Jet 700
Y
W
J
F
17:42
19:10
American Airlines
Oneworld
AA 4943
American Airlines
Canadair Regional Jet 700
Y
W
J
F
17:55
19:05
United Airlines
Star Alliance
UA 6039
United Airlines
Bombardier CRJ 550
Y
W
J
F
20:24
21:31
American Airlines
Oneworld
AA 3953
American Airlines
Embraer 170
Y
W
J
F
20:24
21:40
American Airlines
Oneworld
AA 3773
American Airlines
Embraer 175
Y
W
J
F
20:35
21:37
United Airlines
Star Alliance
UA 1907
United Airlines
Airbus A319
Y
W
J
F
20:35
21:37
United Airlines
Star Alliance
UA 1907
United Airlines
Airbus A319
Y
W
J
F
20:35
21:37
United Airlines
Star Alliance
UA 1907
United Airlines
Airbus A319
Y
W
J
F
20:55
22:11
United Airlines
Star Alliance
UA 5865
United Airlines
Embraer 175
Y
W
J
F
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