What is the cheapest airline that flies from Chicago Midway to Madison Truax Field?

Delta is the most popular carrier operating from Chicago Midway to Madison Truax Field

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

Prices for flights from Chicago Midway Airport to Madison Truax Field Airport refresh daily.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Madison Truax Field Airport.

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

The travel and health documents required for your trip to Madison Truax Field Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Madison Truax Field Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$200 Cheap Flights from Chicago Midway Airport to Madison in 2025/26

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Find the cheapest flights from Chicago Midway Airport to Madison

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

1:56 pm - 9:08 amMDW-MSN

19h 12m2 stops

6:08 pm - 4:30 pmMSN-MDW

22h 22m1 stop

$315Multiple Airlines

Find Deal

Tue, Nov 18 - Sat, Nov 22

9:20 am - 10:08 pmMDW-MSN

12h 48m1 stop

6:15 am - 6:08 pmMSN-MDW

11h 53m1 stop

$523Delta

Find Deal

Sat, Mar 14 - Tue, Mar 17

9:20 am - 10:08 pmMDW-MSN

12h 48m1 stop

5:55 pm - 12:35 pmMSN-MDW

18h 40m2 stops

$528Delta

Find Deal

Sat, Mar 14 - Tue, Mar 17

9:20 am - 10:08 pmMDW-MSN

12h 48m1 stop

5:55 pm - 12:35 pmMSN-MDW

18h 40m2 stops

$548Delta

Find Deal

Sat, Mar 14 - Tue, Mar 17

9:30 am - 10:08 pmMDW-MSN

12h 38m2 stops

5:55 pm - 12:35 pmMSN-MDW

18h 40m2 stops

$575Delta

Find Deal

Sat, Mar 14 - Tue, Mar 17

9:30 am - 10:08 pmMDW-MSN

12h 38m2 stops

5:55 pm - 12:35 pmMSN-MDW

18h 40m2 stops

$595Delta

Find Deal

Sat, Mar 14 - Tue, Mar 17

3:10 pm - 5:36 pmMDW-MSN

26h 26m1 stop

10:10 am - 11:42 pmMSN-MDW

13h 32m2 stops

$927Multiple Airlines

Find Deal

Fri, Mar 20 - Mon, Mar 30

Delta flights from Chicago Midway Airport to Madison

Our best Delta deals on Chicago Midway Airport to Madison flight tickets

Delta

Mar 14

MDW9:20 amChicago Midway

12h 48m

1 stop

MSN10:08 pmMadison Truax Field

Mar 17

MSN6:15 amMadison Truax Field

11h 53m

1 stop

MDW6:08 pmChicago Midway

$523

Find similar

Delta

Mar 14

MDW9:20 amChicago Midway

12h 48m

1 stop

MSN10:08 pmMadison Truax Field

Mar 17

MSN5:55 pmMadison Truax Field

18h 40m

2 stops

MDW12:35 pmChicago Midway

$528

Find similar

Delta

Mar 14

MDW9:20 amChicago Midway

12h 48m

1 stop

MSN10:08 pmMadison Truax Field

Mar 17

MSN5:55 pmMadison Truax Field

18h 40m

2 stops

MDW12:35 pmChicago Midway

$548

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Tue 11/18

1:56 pm-9:08 am

2 stops19h 12m

Madison Truax Field

Sat 11/22

6:08 pm-4:30 pm

1 stop22h 22m

$315

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Sat 3/14

9:20 am-10:08 pm

1 stop12h 48m

Madison Truax Field

Tue 3/17

6:15 am-6:08 pm

1 stop11h 53m

$523

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Sat 3/14

9:20 am-10:08 pm

1 stop12h 48m

Madison Truax Field

Tue 3/17

5:55 pm-12:35 pm

2 stops18h 40m

$528

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Sat 3/14

9:20 am-10:08 pm

1 stop12h 48m

Madison Truax Field

Tue 3/17

5:55 pm-12:35 pm

2 stops18h 40m

$548

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Sat 3/14

9:30 am-10:08 pm

2 stops12h 38m

Madison Truax Field

Tue 3/17

5:55 pm-12:35 pm

2 stops18h 40m

$575

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Sat 3/14

9:30 am-10:08 pm

2 stops12h 38m

Madison Truax Field

Tue 3/17

5:55 pm-12:35 pm

2 stops18h 40m

$595

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Fri 3/20

3:10 pm-5:36 pm

1 stop26h 26m

Madison Truax Field

Mon 3/30

10:10 am-11:42 pm

2 stops13h 32m

$927

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Thu 11/20

8:41 pm-9:08 am

2 stops36h 27m

$200

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Thu 11/20

6:15 pm-9:08 am

3 stops38h 53m

$297

ChicagoMadison

MDW - MSN

MDWMSN

Chicago Midway

Mon 12/29

3:10 pm-2:07 pm

2 stops22h 57m

$302

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport 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

Prices

Airlines

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

The cheapest day to depart from Chicago Midway Airport to Madison is on a Friday when prices can be found for as low as $239. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Monday is $413.

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

According to our data, the cheapest time of day to fly to Madison is at noon. momondo users have found flights departing from Chicago Midway Airport to Madison at noon for as low as $246. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is in the evening when prices are around $315.

When to book flights from Chicago Midway Airport to Madison

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

Estimated round-trip price

Cheap Chicago Midway Airport to Madison (MDW to MSN) flight deals and tips

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

Direct flights	None

There are no direct flights from Chicago Midway Airport to Madison. There are no popular flight routes from Chicago Midway Airport to Madison.

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How far is Chicago Midway to Madison Truax Field by plane?
A flight from Chicago Midway to Madison Truax Field will travel around 122.5 mi. In terms of flight time, this usually takes a little over 12h 38m.
When did momondo last update prices for flights from Chicago Midway Airport to Madison Truax Field Airport?
Prices for flights from Chicago Midway Airport to Madison Truax Field Airport refresh daily.
How old do you have to be to fly from Chicago Midway Airport to Madison Truax Field Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Madison Truax Field Airport.
What documentation or ID do you need to fly to Madison Truax Field Airport?
The travel and health documents required for your trip to Madison Truax Field Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Madison Truax Field Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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Why use momondo?

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

Finding the right flight to Madison from Chicago 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 Madison quick and easy, saving you time and money.

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

All flight searches from Chicago to Madison on momondo can be filtered to show those which offer flexible booking policies.

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

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 Madison from Chicago.

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

Yes momondo offers price alerts on flights to Madison from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.