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Cheap flights from Chicago to Madison from $120

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Madison departing on 12/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Madison

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Madison that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Madison.

Cheap last minute flights

Planning a quick getaway from Chicago to Madison? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Madison, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Madison

Find recent round-trip train or bus tickets from Chicago to Madison.

All round-trip flight deals to Madison

The cheapest plane tickets to Madison found on KAYAK recently.
12:40 pm - 1:46 pmORD-MSN
1h 06mnonstop
10:38 am - 11:50 amMSN-ORD
1h 12mnonstop
$179American Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 22
8:30 am - 9:39 amORD-MSN
1h 09mnonstop
6:27 pm - 7:35 pmMSN-ORD
1h 08mnonstop
$181American Airlines
Find Deal
Sat, Jan 4 - Sat, Jan 11
2:50 pm - 3:45 pmORD-MSN
0h 55mnonstop
6:15 am - 7:30 amMSN-ORD
1h 15mnonstop
$214American Airlines
Find Deal
Tue, Mar 4 - Thu, Mar 6
8:50 am - 10:10 amORD-MSN
1h 20mnonstop
6:30 am - 7:43 amMSN-ORD
1h 13mnonstop
$239United Airlines
Find Deal
Sun, Jan 5 - Sun, Jan 12
1:55 pm - 2:49 pmORD-MSN
0h 54mnonstop
7:00 am - 8:04 amMSN-ORD
1h 04mnonstop
$240United Airlines
Find Deal
Sat, Dec 14 - Sun, Dec 15
10:19 am - 10:39 pmMDW-MSN
12h 20m1 stop
9:38 am - 5:47 pmMSN-MDW
8h 09m1 stop
$375Delta
Find Deal
Tue, Jan 7 - Wed, Jan 22
6:15 am - 5:40 pmORD-MSN
11h 25m1 stop
5:40 pm - 8:59 amMSN-ORD
15h 19m1 stop
$375Delta
Find Deal
Wed, Jan 8 - Tue, Jan 21
4:27 pm - 5:46 pmORD-MSN
25h 19m3 stops
9:48 am - 11:12 amMSN-ORD
25h 24m3 stops
Sat, Jan 11 - Sat, Jan 18
4:27 pm - 5:46 pmORD-MSN
25h 19m3 stops
5:46 pm - 11:12 amMSN-ORD
17h 26m1 stop
Sat, Jan 11 - Sat, Jan 18
11:47 am - 12:50 pmORD-MSN
25h 03m2 stops
7:10 pm - 6:38 pmMSN-ORD
23h 28m2 stops
$950Sun Country Air
Find Deal
Thu, Dec 19 - Thu, Dec 26
1:55 pm - 2:49 pmORD-MSN
0h 54mnonstop
$120United Airlines
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Tue, Dec 17
1:20 pm - 2:29 pmORD-MSN
1h 09mnonstop
$125American Airlines
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Fri, Dec 20
12:45 pm - 9:27 pmORD-MSN
8h 42m1 stop
$129United Airlines
Find Deal
Wed, Jan 8
10:35 am - 11:40 amORD-MSN
1h 05mnonstop
$139United Airlines
Find Deal
Thu, Dec 19
1:20 pm - 2:16 pmORD-MSN
0h 56mnonstop
$155American Airlines
Find Deal
Thu, Dec 5
1:12 pm - 2:07 pmORD-MSN
0h 55mnonstop
$175American Airlines
Find Deal
Sun, Feb 23
6:05 am - 5:41 pmORD-MSN
11h 36m1 stop
Fri, Dec 20
7:10 am - 2:03 pmORD-MSN
6h 53m1 stop
$214United Airlines
Find Deal
Wed, Dec 18
5:50 pm - 2:00 pmORD-MSN
20h 10m1 stop
$258Delta
Find Deal
Tue, Dec 24
3:35 pm - 10:35 pmORD-MSN
7h 00m1 stop
$352Delta
Find Deal
Tue, Dec 17
8:20 pm - 9:24 pmORD-MSN
1h 04mnonstop
8:35 am - 9:52 amMSN-ORD
1h 17mnonstop
$444United Airlines
Find Deal
Sat, Nov 23 - Tue, Dec 3
5:23 pm - 6:18 pmORD-MSN
0h 55mnonstop
5:30 am - 6:34 amMSN-ORD
1h 04mnonstop
$479American Airlines
Find Deal
Sun, Nov 24 - Tue, Nov 26
3:35 pm - 4:33 pmORD-MSN
0h 58mnonstop
6:00 am - 2:34 pmMSN-ORD
8h 34m1 stop
$489United Airlines
Find Deal
Sat, Nov 23 - Tue, Dec 3
4:55 pm - 10:55 pmORD-MSN
6h 00m1 stop
6:00 am - 12:04 pmMSN-ORD
6h 04m1 stop
$498United Airlines
Find Deal
Sun, Nov 24 - Tue, Nov 26
12:40 pm - 1:46 pmORD-MSN
1h 06mnonstop
10:38 am - 11:50 amMSN-ORD
1h 12mnonstop
$179American Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 22
8:30 am - 9:39 amORD-MSN
1h 09mnonstop
6:27 pm - 7:35 pmMSN-ORD
1h 08mnonstop
$181American Airlines
Find Deal
Sat, Jan 4 - Sat, Jan 11
2:50 pm - 3:45 pmORD-MSN
0h 55mnonstop
6:15 am - 7:30 amMSN-ORD
1h 15mnonstop
$214American Airlines
Find Deal
Tue, Mar 4 - Thu, Mar 6
8:50 am - 10:10 amORD-MSN
1h 20mnonstop
6:30 am - 7:43 amMSN-ORD
1h 13mnonstop
$239United Airlines
Find Deal
Sun, Jan 5 - Sun, Jan 12
1:55 pm - 2:49 pmORD-MSN
0h 54mnonstop
7:00 am - 8:04 amMSN-ORD
1h 04mnonstop
$240United Airlines
Find Deal
Sat, Dec 14 - Sun, Dec 15
9:55 am - 11:00 amORD-MSN
1h 05mnonstop
8:21 am - 9:20 amMSN-ORD
0h 59mnonstop
$244American Airlines
Find Deal
Thu, Apr 3 - Fri, Apr 4
8:52 am - 10:09 amORD-MSN
1h 17mnonstop
10:45 am - 11:56 amMSN-ORD
1h 11mnonstop
$358United Airlines
Find Deal
Thu, Jan 9 - Tue, Jan 21
1:10 pm - 2:08 pmORD-MSN
0h 58mnonstop
2:50 pm - 3:57 pmMSN-ORD
1h 07mnonstop
$359American Airlines
Find Deal
Mon, Dec 2 - Fri, Dec 6
8:50 am - 10:10 amORD-MSN
1h 20mnonstop
3:50 pm - 5:03 pmMSN-ORD
1h 13mnonstop
$384United Airlines
Find Deal
Fri, Dec 20 - Fri, Dec 20
8:50 am - 10:10 amORD-MSN
1h 20mnonstop
12:40 pm - 1:52 pmMSN-ORD
1h 12mnonstop
$388United Airlines
Find Deal
Sun, Jan 5 - Mon, Jan 20

American Airlines flights from Chicago to Madison

Our best American Airlines deals on Chicago to Madison flight tickets
American Airlines
Jan 8
ORD12:40 pmChicago O'Hare Intl
1h 06m
MSN1:46 pmMadison Truax Field
Jan 22
MSN10:38 amMadison Truax Field
1h 12m
ORD11:50 amChicago O'Hare Intl
American Airlines
Jan 4
ORD8:30 amChicago O'Hare Intl
1h 09m
MSN9:39 amMadison Truax Field
Jan 11
MSN6:27 pmMadison Truax Field
1h 08m
ORD7:35 pmChicago O'Hare Intl
American Airlines
Mar 4
ORD2:50 pmChicago O'Hare Intl
0h 55m
MSN3:45 pmMadison Truax Field
Mar 6
MSN6:15 amMadison Truax Field
1h 15m
ORD7:30 amChicago O'Hare Intl

United Airlines flights from Chicago to Madison

Our best United Airlines deals on Chicago to Madison flight tickets
United Airlines
Jan 5
ORD8:50 amChicago O'Hare Intl
1h 20m
MSN10:10 amMadison Truax Field
Jan 12
MSN6:30 amMadison Truax Field
1h 13m
ORD7:43 amChicago O'Hare Intl
United Airlines
Dec 14
ORD1:55 pmChicago O'Hare Intl
0h 54m
MSN2:49 pmMadison Truax Field
Dec 15
MSN7:00 amMadison Truax Field
1h 04m
ORD8:04 amChicago O'Hare Intl
United Airlines
Jan 10
ORD8:00 pmChicago O'Hare Intl
1h 03m
MSN9:03 pmMadison Truax Field
Jan 19
MSN4:26 pmMadison Truax Field
7h 33m
1 stop
ORD11:59 pmChicago O'Hare Intl

See travel insights to Madison from

How to get the cheapest flight ticket from Chicago to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Chicago to Madison?

August. The cheapest time of year to fly to Madison from Chicago is August. Most expensive is November

What is the cheapest day to depart Chicago for Madison?

Sunday. The cheapest day of the week is typically Sunday. The most expensive is typically Wednesday

When is the cheapest time to fly from Chicago to Madison?

In the evening. Chicago to Madison flights are approximately 32% more expensive in the morning than in the evening

What is the cheapest Chicago to Madison flight route?

Chicago O'Hare Intl - Madison Truax Field. Fly from Chicago O'Hare Intl to Madison Truax Field for the best Chicago - Madison flight prices

Can stopping save me money on Chicago to Madison flights?

No. A direct flight is the cheapest option for a flight between Chicago to Madison.

How have Chicago to Madison flight prices changed over time?

As of November 2024, prices for Chicago to Madison flights are approximately 27% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Madison according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Madison (CHI to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Madison

Best Price Found

$120

Fastest flight time

0h 54m

Direct flights

Every day

Airports in Madison

1 airport
The best one-way flight to Madison from Chicago in the past 72 hours is $120. The best round-trip flight deal from Chicago to Madison found on momondo in the last 72 hours is $179.
The fastest flight from Chicago to Madison takes 0h 54m
Direct flights go from Chicago to Madison every day.
There is 1 airport near Madison: Madison Truax Field (MSN)

  • How far is Chicago to Madison Truax Field by plane?

    Chicago and Madison Truax Field are 122.4 mi apart from one another. Typically, this will take 0h 54m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Madison Truax Field Airport?

    Prices for flights from Chicago to Madison Truax Field Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Madison Truax Field Airport?

  • How old do you have to be to fly from Chicago to Madison Truax Field Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The required travel and health documents for your Madison Truax Field Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madison Truax Field Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Madison?

  • What is the most popular airline from Chicago to Madison?


Best airlines flying from Chicago to Madison

Compare and see reviews for airlines that fly from Chicago to Madison with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $176Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago to Madison

    Across 30 United Airlines flights from Chicago to Madison this week, the average price was $339, with the best United Airlines deals starting from $179 round-trip. 9,172 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Chicago to Madison

    American Airlines is also a popular choice for this route. American Airlines flight deals for Chicago to Madison start from as low as $176 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $279. American Airlines operates 21 flights to Madison from Chicago in an average week. Users have rated it 7.2/10 across 10,000 reviews.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Madison?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Madison. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Madison with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Madison flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Madison?

momondo helps you find the best flight between Chicago and Madison by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Madison right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Madison flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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