
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $239 (American Airlines) |
One-way from | $146 (Kiwi.com) |
Popular in | April |
Cheapest in | December |
Average price | $482 |
Good round-trip deal | $460 or less |
Good one-way deal | $354 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoMadison
ORD - MSN
ORDMSN
Chicago O'Hare Intl
Fri 6/5
6:40 am-7:45 am
Nonstop1h 05m
Madison Truax Field
Fri 6/12
6:42 pm-8:09 pm
Nonstop1h 27m
ChicagoMadison
ORD - MSN
ORDMSN
Chicago O'Hare Intl
Thu 6/4
1:07 pm-2:12 pm
Nonstop1h 05m
Madison Truax Field
Sun 6/7
6:42 pm-8:09 pm
Nonstop1h 27m
ChicagoMadison
ORD - MSN
ORDMSN
Chicago O'Hare Intl
Thu 6/25
6:40 am-7:45 am
Nonstop1h 05m
Madison Truax Field
Thu 7/2
5:00 am-6:15 am
Nonstop1h 15m
ChicagoMadison
ORD - MSN
ORDMSN
Chicago O'Hare Intl
Thu 9/17
8:00 am-9:02 am
Nonstop1h 02m
Madison Truax Field
Sun 9/20
5:07 am-6:10 am
Nonstop1h 03m
ChicagoMadison
ORD - MSN
ORDMSN
Chicago O'Hare Intl
Thu 5/28
10:28 am-11:36 am
Nonstop1h 08m
Madison Truax Field
Sun 5/31
5:00 am-6:09 am
Nonstop1h 09m
ChicagoMadison
MDW - MSN
MDWMSN
Chicago Midway
Thu 5/28
6:00 am-7:14 pm
2 stops13h 14m
Madison Truax Field
Sun 5/31
7:59 pm-10:02 pm
2 stops26h 03m
ChicagoMadison
ORD - MSN
ORDMSN
Chicago O'Hare Intl
Fri 5/22
9:53 pm-11:05 pm
Nonstop1h 12m
Madison Truax Field
Tue 5/26
3:53 pm-5:05 pm
Nonstop1h 12m
ChicagoMadison
ORD - MSN
ORDMSN
Chicago O'Hare Intl
Tue 5/26
7:00 am-8:06 am
Nonstop1h 06m
Madison Truax Field
Sat 5/30
6:30 am-7:40 am
Nonstop1h 10m
ChicagoMadison
ORD - MSN
ORDMSN
Chicago O'Hare Intl
Tue 9/15
2:03 pm-9:53 am
2 stops19h 50m
Madison Truax Field
Sun 9/20
4:40 pm-8:21 am
1 stop15h 41m
ChicagoMadison
ORD - MSN
ORDMSN
Chicago O'Hare Intl
Wed 5/27
5:04 pm-6:14 pm
Nonstop1h 10m
Madison Truax Field
Fri 5/29
6:30 am-7:51 am
Nonstop1h 21m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
A simple way to save on the total cost of your ticket is to fly from Chicago to Madison at noon. If you’re flexible enough to do this you can expect to save up to 26% on your trip compared to booking a flight in the afternoon.
The most flights from CHI to MSN are scheduled on a Friday (56 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (43 on average).
About 19% of weekly flights between Chicago and Madison have experienced delays in the past year, with the average delay time being 116 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
Saturday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 18% of flights being delayed.
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Anonymous,Apr 2026
DFW - EWR
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$199 | Average$462 | FlexibilityNo cancel fee | On-time69% |