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Cheap flights from Madison to Illinois from $129

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Illinois departing on 5/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:24 pm - 9:40 pm
MSN
-
ORD
1h 16mnonstop
American Airlines Logo
8:40 am - 9:48 am
ORD
-
MSN
1h 08mnonstop
$218American Airlines
Thu, Apr 9 - Sun, Apr 12
American Airlines Logo
5:00 am - 6:08 am
MSN
-
ORD
1h 08mnonstop
American Airlines Logo
8:40 am - 9:48 am
ORD
-
MSN
1h 08mnonstop
$219American Airlines
Mon, Apr 6 - Mon, Apr 13
American Airlines Logo
5:00 am - 6:08 am
MSN
-
ORD
1h 08mnonstop
American Airlines Logo
7:39 am - 8:45 am
ORD
-
MSN
1h 06mnonstop
$234American Airlines
Thu, Apr 2 - Fri, Apr 17
United Airlines Logo
2:44 pm - 3:56 pm
MSN
-
ORD
1h 12mnonstop
United Airlines Logo
7:45 am - 8:56 am
ORD
-
MSN
1h 11mnonstop
$239United Airlines
Wed, Apr 15 - Wed, Apr 22
American Airlines Logo
8:24 pm - 9:40 pm
MSN
-
ORD
1h 16mnonstop
American Airlines Logo
10:35 pm - 11:38 pm
ORD
-
MSN
1h 03mnonstop
$241American Airlines
Fri, Apr 17 - Fri, Apr 24
United Airlines Logo
8:30 am - 9:37 am
MSN
-
ORD
1h 07mnonstop
United Airlines Logo
9:00 am - 10:11 am
ORD
-
MSN
1h 11mnonstop
$254United Airlines
Wed, Apr 8 - Wed, Apr 15
Delta Logo
6:30 pm - 11:14 pm
MSN
-
STL
4h 44m
1 stop
Delta Logo
6:19 am - 10:09 am
STL
-
MSN
3h 50m
1 stop
$291Delta
Tue, Apr 14 - Wed, Apr 15
Delta Logo
6:04 pm - 11:25 pm
MSN
-
STL
5h 21m
1 stop
Delta Logo
6:29 am - 10:05 am
STL
-
MSN
3h 36m
1 stop
$319Delta
Tue, Mar 31 - Sat, Apr 4
Multiple Airlines Logo
6:36 pm - 8:04 am
MSN
-
MDW
13h 28m
1 stop
Multiple Airlines Logo
6:15 am - 5:56 pm
MDW
-
MSN
11h 41m
2 stops
$428Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
6:36 pm - 8:52 pm
MSN
-
MDW
26h 16m
1 stop
Multiple Airlines Logo
6:10 am - 5:56 pm
MDW
-
MSN
11h 46m
2 stops
$457Multiple Airlines
Sat, Apr 25 - Wed, Apr 29

United Airlines flights from Madison to Illinois

Our best United Airlines deals on Madison to Illinois flight tickets
United Airlines
Apr 15
MSN2:44 pmMadison Truax Field
1h 12m
ORD3:56 pmChicago O'Hare Intl
Apr 22
ORD7:45 amChicago O'Hare Intl
1h 11m
MSN8:56 amMadison Truax Field
$239
United Airlines
Apr 8
MSN8:30 amMadison Truax Field
1h 07m
ORD9:37 amChicago O'Hare Intl
Apr 15
ORD9:00 amChicago O'Hare Intl
1h 11m
MSN10:11 amMadison Truax Field
$254
United Airlines
Apr 1
MSN5:00 amMadison Truax Field
1h 10m
ORD6:10 amChicago O'Hare Intl
Apr 5
ORD7:45 amChicago O'Hare Intl
1h 11m
MSN8:56 amMadison Truax Field
$274

American Airlines flights from Madison to Illinois

Our best American Airlines deals on Madison to Illinois flight tickets
American Airlines
Apr 6
MSN5:00 amMadison Truax Field
1h 08m
ORD6:08 amChicago O'Hare Intl
Apr 13
ORD8:40 amChicago O'Hare Intl
1h 08m
MSN9:48 amMadison Truax Field
$219
American Airlines
Apr 2
MSN5:00 amMadison Truax Field
1h 08m
ORD6:08 amChicago O'Hare Intl
Apr 17
ORD7:39 amChicago O'Hare Intl
1h 06m
MSN8:45 amMadison Truax Field
$234
American Airlines
Apr 17
MSN8:24 pmMadison Truax Field
1h 16m
ORD9:40 pmChicago O'Hare Intl
Apr 24
ORD10:35 pmChicago O'Hare Intl
1h 03m
MSN11:38 pmMadison Truax Field
$241

momondo Fare Finder

 
Customize your flight search to find flights from Madison to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 20, 2026.
Use the filters below to find and compare flights from Madison to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Thu 4/9

8:24 pm-9:40 pm

Nonstop1h 16m

Chicago O'Hare Intl

Sun 4/12

8:40 am-9:48 am

Nonstop1h 08m

$218

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Mon 4/6

5:00 am-6:08 am

Nonstop1h 08m

Chicago O'Hare Intl

Mon 4/13

8:40 am-9:48 am

Nonstop1h 08m

$219
Quickest round-trip

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Thu 4/2

5:00 am-6:08 am

Nonstop1h 08m

Chicago O'Hare Intl

Fri 4/17

7:39 am-8:45 am

Nonstop1h 06m

$234

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Wed 4/15

2:44 pm-3:56 pm

Nonstop1h 12m

Chicago O'Hare Intl

Wed 4/22

7:45 am-8:56 am

Nonstop1h 11m

$239

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Fri 4/17

8:24 pm-9:40 pm

Nonstop1h 16m

Chicago O'Hare Intl

Fri 4/24

10:35 pm-11:38 pm

Nonstop1h 03m

$241

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Wed 4/8

8:30 am-9:37 am

Nonstop1h 07m

Chicago O'Hare Intl

Wed 4/15

9:00 am-10:11 am

Nonstop1h 11m

$254

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Tue 4/14

6:30 pm-11:14 pm

1 stop4h 44m

Lambert-St Louis

Wed 4/15

6:19 am-10:09 am

1 stop3h 50m

$291

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Tue 3/31

6:04 pm-11:25 pm

1 stop5h 21m

Lambert-St Louis

Sat 4/4

6:29 am-10:05 am

1 stop3h 36m

$319

MadisonChicago

MSN - MDW

MSNMDW

Madison Truax Field

Wed 4/15

6:36 pm-8:04 am

1 stop13h 28m

Chicago Midway

Wed 4/22

6:15 am-5:56 pm

2 stops11h 41m

$428

MadisonChicago

MSN - MDW

MSNMDW

Madison Truax Field

Sat 4/25

6:36 pm-8:52 pm

1 stop26h 16m

Chicago Midway

Wed 4/29

6:10 am-5:56 pm

2 stops11h 46m

$457

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Madison to Illinois

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 to Illinois?

The cheapest month to fly to Illinois from Madison is in June. Flight prices, which tend to average around $179, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of June, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $179.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Madison to Illinois is on a Saturday when prices can be found for as low as $394. Flights from Madison to Illinois on a Monday will generally be more expensive and average around $621. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from Madison to Illinois during this time can be as low as $428. Flights in the afternoon are often more expensive with an average ticket price of $508.

What is the cheapest Madison Truax Field to Illinois flight route?

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

What cabin class options are available on Madison Truax Field to Illinois flights?

There are 4 cabin classes available to choose from on Madison Truax Field to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Madison to Illinois flights?

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

Cheap Madison to Illinois flight deals and tips

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

Best Price Found

$242

Fastest flight time

1h 02m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Madison in the past 72 hours is $242. The best round-trip flight deal from Madison to Illinois found on momondo in the last 72 hours is $346.
The fastest flight from Madison to Illinois takes 1h 02m
Direct flights go from Madison to Illinois every day.
There are 98 airports in Illinois. From Madison there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

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

    Prices for flights from Madison Truax Field Airport to Illinois were last updated today.

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

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

    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 Madison Truax Field Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Madison to Illinois

Compare and see reviews for airlines that fly from Madison to Illinois with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $179Free CancellationRating
7.1
11,480 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,451 reviews
Search United Airlines flights

Why use momondo?

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

Finding the right flight to Illinois from Madison is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Illinois quick and easy, saving you time and money.

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Illinois from Madison.

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

Of course. momondo tracks the price of Madison to Illinois 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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