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O'Hare Intl

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

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 7/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORD
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Madison to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to O'Hare Intl (ORD). 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 12, 2025.

Round-trip from

$179
(American Airlines)

Popular in

September

Cheapest in

June

Average price

$224

Good round-trip deal

$352 or less

Good one-way deal

$215 or less
From Madison Truax Field to Chicago O'Hare Intl
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Highest demand for flights based on searches. 12% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 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 Madison Truax Field to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Madison Truax Field to Chicago O'Hare Intl.
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Find flight deals from Madison to O'Hare Intl

Cheapest flights from Madison to O'Hare Intl
Explore the most affordable flight options available from Madison to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/11. 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.
Thu 7/178:27 pmMSN - ORD
Nonstop1h 03mAmerican Airlines
Thu 7/249:03 amORD - MSN
Nonstop1h 12mAmerican Airlines
Deal found 6/11$179
This United Airlines deal was found by Cheapflights users on 6/10. 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 6/246:30 amMSN - ORD
Nonstop1h 11mUnited Airlines
Sat 6/289:20 pmORD - MSN
Nonstop1h 10mUnited Airlines
Deal found 6/10$189
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/188:14 pmMSN - ORD
1 stop13h 22mFrontier
Sun 9/216:00 amORD - MSN
1 stop13h 29mFrontier
Deal found 6/11$396
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Wed 7/210:19 amMSN - ORD
1 stop8h 25mMultiple Airlines
Thu 7/39:08 pmORD - MSN
2 stops34h 53mMultiple Airlines
Deal found 6/10$643

Cheapflights Fare Finder

Customize your flight search to find flights from Madison to O'Hare Intl 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 12, 2025.
Use the filters below to find and compare flights from Madison to Chicago O'Hare Intl Airport that are best for you.

Fly from

Madison

Fly to

O'Hare Intl

Route

Depart

Return

Price

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Thu 7/17

8:27 pm-9:30 pm

Nonstop1h 03m

Chicago O'Hare Intl

Thu 7/24

9:03 am-10:15 am

Nonstop1h 12m

$179

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Tue 6/24

6:30 am-7:41 am

Nonstop1h 11m

Chicago O'Hare Intl

Sat 6/28

9:20 pm-10:30 pm

Nonstop1h 10m

$189

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Thu 9/18

8:14 pm-9:36 am

1 stop13h 22m

Chicago O'Hare Intl

Sun 9/21

6:00 am-7:29 pm

1 stop13h 29m

$396

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Wed 7/2

10:19 am-6:44 pm

1 stop8h 25m

Chicago O'Hare Intl

Thu 7/3

9:08 pm-8:01 am

2 stops34h 53m

$643

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Thu 7/17

6:33 pm-7:39 pm

Nonstop1h 06m

$192

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Sun 9/21

8:14 pm-9:36 am

1 stop13h 22m

$209

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Sun 7/20

6:40 am-7:48 am

Nonstop1h 08m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Madison 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 Madison to Chicago O'Hare Intl Airport

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

Currently, August is the cheapest month in which you can book a flight from Madison to Chicago O'Hare Intl Airport (average of $245). Flying from Madison to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 MSN to ORD?

Find hourly flight availability from Madison to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

It’s typically best to fly out from Madison to Chicago O'Hare Intl Airport in the morning. Doing so could potentially save you 9% on the flight price compared to flying at noon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Madison to O'Hare Intl. Price data was last updated on June 8, 2025.

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

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

Explore weekly flight availability from Madison to O'Hare Intl. 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 12, 2025.

The most flights from MSN to ORD are scheduled on a Thursday (44 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 on average).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated June 12, 2025.
Get a feel of what it's like to fly with United Airlines, American Airlines and Frontier from Madison to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,790 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

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
8,790 reviews
United Airlines
7.4
Good
8,790 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

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
8,790 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

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
6.0
Okay
3,295 reviews
United Airlines
7.4
Good
8,790 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

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 Madison to O'Hare Intl. 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 from for flights from Madison to Chicago O'Hare Intl?

    If you book a flight to Chicago O'Hare Intl from Madison, you will be flying from 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 34 flights from Truax Field to Chicago O'Hare Intl per day from 2 different airlines.

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

    Currently priced at $179, American Airlines will fly you from Madison to Chicago O'Hare Intl Airport and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Frontier - these airlines can fly you to your destination from $189 and $396, respectively. You may be able to fly from Madison to Chicago O'Hare Intl Airport for 40% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Madison to Chicago O'Hare Intl Airport 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. Frontier flights start at $209 while deals on United Airlines start at $219 one-way.

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

    No one likes to see their flight delayed. When booking a flight from Madison to Chicago O'Hare Intl Airport consider choosing Copa Airlines (89%), Avianca (89%) or Japan Airlines (85%) as they are the most reliable in getting you off to your destination on time.

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

    Looking for the cheapest flight from Madison to Chicago O'Hare Intl Airport? While on average our users pay $2,188, our data indicates the cheapest price to be $129. The most popular route (Madison Truax Field - Chicago O'Hare Intl), is priced around $179.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to O'Hare Intl 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 Madison to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Madison to Chicago O'Hare Intl Airport (average of $245). Flying from Madison to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 Madison?

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Top 2 airlines flying from Madison to O'Hare Intl

Discover the top 2 airlines that operate flights from Madison to O'Hare Intl. 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$310FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$184Average$282FlexibilityNo cancel feeOn-time71%

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