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$179+ Cheap flights from O'Hare Intl (ORD) to Madison (MSN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Madison

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 18, 2025.

Round-trip from

$179
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$299

Good round-trip deal

$199 or less

Good one-way deal

$304 or less
From Chicago O'Hare Intl to Madison Truax Field
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Highest demand for flights based on searches. 9% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Madison Truax Field.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Madison Truax Field.
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Find flight deals from O'Hare Intl to Madison

Cheapest flights from O'Hare Intl to Madison
Explore the most affordable flight options available from O'Hare Intl to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2025.

This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/219:03 amORD - MSN
Nonstop1h 12mAmerican Airlines
Mon 7/288:27 pmMSN - ORD
Nonstop1h 03mAmerican Airlines
Deal found 6/17$179
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/17:45 pmORD - MSN
Nonstop1h 11mUnited Airlines
Sat 7/56:45 pmMSN - ORD
Nonstop1h 05mUnited Airlines
Deal found 6/16$189
This Mytrip deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/15:05 amORD - MSN
2 stops28h 34mMultiple Airlines
Wed 7/2310:19 amMSN - ORD
1 stop10h 09mMultiple Airlines
Deal found 6/16$518
This Kissandfly.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1010:00 amORD - MSN
3 stops22h 47mSpirit Airlines
Sun 7/135:40 amMSN - ORD
2 stops15h 36mSpirit Airlines
Deal found 6/17$832

Cheapflights Fare Finder

Customize your flight search to find flights from O'Hare Intl to Madison 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, Cheapflights users made 2,558,603 searches. Data last updated June 18, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Madison that are best for you.

Fly from

O'Hare Intl

Fly to

Madison

Route

Depart

Return

Price

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Mon 7/21

9:03 am-10:15 am

Nonstop1h 12m

Madison Truax Field

Mon 7/28

8:27 pm-9:30 pm

Nonstop1h 03m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 7/1

7:45 pm-8:56 pm

Nonstop1h 11m

Madison Truax Field

Sat 7/5

6:45 pm-7:50 pm

Nonstop1h 05m

$189

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 7/1

5:05 am-9:39 am

2 stops28h 34m

Madison Truax Field

Wed 7/23

10:19 am-8:28 pm

1 stop10h 09m

$518

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 7/10

10:00 am-8:47 am

3 stops22h 47m

Madison Truax Field

Sun 7/13

5:40 am-9:16 pm

2 stops15h 36m

$832

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 7/31

9:03 am-10:15 am

Nonstop1h 12m

$192

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 7/31

2:09 pm-3:15 pm

Nonstop1h 06m

$219

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 9/5

4:38 pm-9:08 am

1 stop16h 30m

$230

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 7/1

7:00 am-6:25 pm

1 stop11h 25m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Best time to book a flight from O'Hare Intl to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Madison

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Madison?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Madison (average of $338). Flying from Chicago O'Hare Intl Airport to Madison in March is currently the most expensive (average of $422). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to MSN?

Find hourly flight availability from O'Hare Intl to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 18, 2025.

It’s optimal to fly from Chicago O'Hare Intl Airport to Madison at noon. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Madison?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Madison. Price data was last updated on June 15, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Madison flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago O'Hare Intl Airport to Madison

Explore weekly flight availability from O'Hare Intl to Madison. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 18, 2025.

The most flights from ORD to MSN are scheduled on a Monday (42 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

Rainfall in Madison by month

Plan your trip to Madison by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

Temperature in Madison by month

Plan your trip to Madison by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated June 18, 2025.
To help decide which airline to fly from Chicago to Madison, see what other customers have to say about United Airlines, American Airlines and Spirit Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,810 reviews

Entertainment

7.0

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,810 reviews
United Airlines
7.4
Good
8,810 reviews

Entertainment

7.0

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,810 reviews

Entertainment

7.0

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Spirit Airlines
6.3
Okay
8,066 reviews
United Airlines
7.4
Good
8,810 reviews

Entertainment

7.0

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Frontier
5.9
Fair
3,301 reviews
United Airlines
7.4
Good
8,810 reviews

Entertainment

7.0

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Madison from Chicago O'Hare Intl?

    If you book a flight to Madison from Chicago O'Hare Intl, you will be flying to Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison. There are 32 flights from Chicago O'Hare Intl to Truax Field per day from 1 airline.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Madison round-trip?

    According to our current data, American Airlines ($179), United Airlines ($189), and Spirit Airlines ($832) offers the cheapest pricing from Chicago O'Hare Intl Airport to Madison. American Airlines is currently priced 37% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Madison one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $192. United Airlines flights start at $219 while deals on Frontier start at $341 one-way.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Madison?

    No one likes to see their flight delayed. When booking a flight from Chicago O'Hare Intl Airport to Madison consider choosing ANA (93%), Japan Airlines (93%) or Copa Airlines (93%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Madison?

    The cheapest flight price from Chicago O'Hare Intl Airport to Madison is $184. On average you can expect to pay $323. The most popular route, (Chicago O'Hare Intl - Madison Truax Field), can usually be booked for $179.

  • Can I find deals for flights from O'Hare Intl to Madison that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Madison.

  • Can I find deals for business class flights from O'Hare Intl to Madison?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Madison?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Madison (average of $338). Flying from Chicago O'Hare Intl Airport to Madison in March is currently the most expensive (average of $422). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Top airline flying from O'Hare Intl to Madison

Discover the top airline that operate flights from O'Hare Intl to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$283FlexibilityNo cancel feeOn-time69%

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