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Cheap flights from Madison to Chicago O'Hare Intl Airport from $179

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Chicago O'Hare Intl Airport departing on 4/29. 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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0 bags

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Find the cheapest flights from Madison to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Madison to Chicago.
United Airlines Logo
1:05 pm - 2:13 pmMSN-ORD
1h 08mnonstop
United Airlines Logo
8:20 pm - 9:28 pmORD-MSN
1h 08mnonstop
$179United Airlines
Find Deal
Tue, Apr 29 - Tue, May 6
American Airlines Logo
5:00 am - 6:01 amMSN-ORD
1h 01mnonstop
American Airlines Logo
3:00 pm - 4:02 pmORD-MSN
1h 02mnonstop
$189American Airlines
Find Deal
Wed, Apr 16 - Sun, Apr 20
American Airlines Logo
5:09 am - 6:10 amMSN-ORD
1h 01mnonstop
American Airlines Logo
1:53 pm - 2:51 pmORD-MSN
0h 58mnonstop
$224American Airlines
Find Deal
Wed, May 7 - Sat, May 10
American Airlines Logo
6:43 pm - 7:44 pmMSN-ORD
1h 01mnonstop
American Airlines Logo
10:35 am - 11:40 amORD-MSN
1h 05mnonstop
$225American Airlines
Find Deal
Wed, Apr 30 - Sat, May 3
United Airlines Logo
6:30 am - 7:33 amMSN-ORD
1h 03mnonstop
United Airlines Logo
11:05 am - 12:12 pmORD-MSN
1h 07mnonstop
$239United Airlines
Find Deal
Wed, Apr 30 - Sat, May 3
United Airlines Logo
6:30 am - 7:33 amMSN-ORD
1h 03mnonstop
United Airlines Logo
10:48 am - 11:55 amORD-MSN
1h 07mnonstop
$249United Airlines
Find Deal
Thu, Apr 17 - Sun, Apr 20
American Airlines Logo
9:50 am - 10:59 amMSN-ORD
1h 09mnonstop
American Airlines Logo
5:08 pm - 6:09 pmORD-MSN
1h 01mnonstop
$269American Airlines
Find Deal
Thu, Jun 5 - Sun, Jun 8
United Airlines Logo
1:05 pm - 2:13 pmMSN-ORD
1h 08mnonstop
United Airlines Logo
8:20 pm - 9:28 pmORD-MSN
1h 08mnonstop
$279United Airlines
Find Deal
Tue, Apr 22 - Mon, Apr 28
Delta Logo
7:00 am - 9:16 pmMSN-ORD
14h 16m1 stop
Delta Logo
1:25 pm - 8:21 pmORD-MSN
6h 56m1 stop
$565Delta
Find Deal
Sat, May 3 - Mon, May 5
Delta Logo
6:20 am - 8:45 pmMSN-ORD
14h 25m2 stops
Delta Logo
8:05 pm - 10:20 amORD-MSN
14h 15m1 stop
$759Delta
Find Deal
Tue, Apr 29 - Thu, May 1

United Airlines flights from Madison to Chicago O'Hare Intl Airport

Our best United Airlines deals on Madison to Chicago O'Hare Intl Airport flight tickets
United Airlines
Apr 29
MSN1:05 pmMadison Truax Field
1h 08m
ORD2:13 pmChicago O'Hare Intl
May 6
ORD8:20 pmChicago O'Hare Intl
1h 08m
MSN9:28 pmMadison Truax Field
United Airlines
Apr 30
MSN6:30 amMadison Truax Field
1h 03m
ORD7:33 amChicago O'Hare Intl
May 3
ORD11:05 amChicago O'Hare Intl
1h 07m
MSN12:12 pmMadison Truax Field
United Airlines
Apr 17
MSN6:30 amMadison Truax Field
1h 03m
ORD7:33 amChicago O'Hare Intl
Apr 20
ORD10:48 amChicago O'Hare Intl
1h 07m
MSN11:55 amMadison Truax Field

American Airlines flights from Madison to Chicago O'Hare Intl Airport

Our best American Airlines deals on Madison to Chicago O'Hare Intl Airport flight tickets
American Airlines
Apr 16
MSN5:00 amMadison Truax Field
1h 01m
ORD6:01 amChicago O'Hare Intl
Apr 20
ORD3:00 pmChicago O'Hare Intl
1h 02m
MSN4:02 pmMadison Truax Field
American Airlines
May 7
MSN5:09 amMadison Truax Field
1h 01m
ORD6:10 amChicago O'Hare Intl
May 10
ORD1:53 pmChicago O'Hare Intl
0h 58m
MSN2:51 pmMadison Truax Field
American Airlines
Apr 30
MSN6:43 pmMadison Truax Field
1h 01m
ORD7:44 pmChicago O'Hare Intl
May 3
ORD10:35 amChicago O'Hare Intl
1h 05m
MSN11:40 amMadison Truax Field

See travel insights to Chicago from

How to get the cheapest flight ticket from Madison to Chicago O'Hare Intl Airport

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 Chicago O'Hare Intl Airport?

The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Madison averaging around $273.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $475. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Madison because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $625.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Madison in the morning is the least expensive time of day to depart. momondo users have found prices as low as $501 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $554. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Madison Truax Field to Chicago O'Hare Intl flight route?

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

What cabin class options are available on Madison Truax Field to Chicago O'Hare Intl flights?

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

How have Madison to Chicago O'Hare Intl Airport flight prices changed over time?

As of April 2025, prices for Madison to Chicago O'Hare Intl Airport flights are approximately 20% cheaper when compared to flights at the same time last year.

When to book flights from Madison to Chicago O'Hare Intl Airport

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

Cheap Madison to Chicago O'Hare Intl Airport (MSN to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to Chicago O'Hare Intl Airport

Best Price Found

$199

Fastest flight time

1h 01m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Madison in the past 72 hours is $199. The best round-trip flight deal from Madison to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $179.
The fastest flight from Madison to Chicago O'Hare Intl Airport takes 1h 01m
Direct flights go from Madison to Chicago O'Hare Intl Airport every day.

  • How far is Madison Truax Field to Chicago O'Hare Intl by plane?

    A flight from Madison Truax Field to Chicago O'Hare Intl will travel around 107.2 mi. By plane, this route typically takes 1h 01m.

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

    Prices for flights from Madison Truax Field Airport to Chicago O'Hare Intl Airport are updated daily.

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

  • How old do you have to be to fly from Madison Truax Field Airport to Chicago O'Hare Intl 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 Madison Truax Field Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Madison to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Madison to Chicago O'Hare Intl Airport?


Best airlines flying from Madison to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Madison to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $178Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
8,616 reviews
Search United Airlines flights
  • United Airlines Flights From Madison to Chicago O'Hare Intl Airport

    United Airlines is one of the most popular airlines flying from Madison to Chicago O'Hare Intl Airport, operating 39 flights/week on average for this route. A good United Airlines flight deal for Madison to Chicago O'Hare Intl Airport starts from $179 round-trip, up to an average price of $303. Our users have rated United Airlines at 7.4/10.

  • American Airlines Flights From Madison to Chicago O'Hare Intl Airport

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Madison to Chicago O'Hare Intl Airport about 7 times each week, with ticket deals ranging from $178 to $279. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Rockford
Schaumburg
Merrillville
Rosemont
Gurnee
Naperville
Kenosha
Joliet
South Haven
Oak Brook
Racine
Tinley Park
New Buffalo
South Holland
Hammond
Elgin
Aurora
Elk Grove Village
Orland Park

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Madison.

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

Yes. All flights to Chicago from Madison on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Madison to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Madison to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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