$204 Cheap United flights Madison (MSN) to Chicago (ORD)

View $204 flight on Fri, Oct 24, 2025Opens in a new window

$204 Cheap United flights Madison (MSN) to Chicago (ORD)

Prices were available within the past 7 days and start at $204 for one-way flights and $179 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Oct 24 - Sun, Oct 26
MSN
Madison
ORD
Chicago
$179 Roundtrip, just found
$179
Roundtrip
just found
Select United flight, departing Fri, Oct 24 from Madison to Chicago, returning Sun, Oct 26, priced at $179 just found
United
Sat, Oct 11 - Sat, Oct 18
MSN
Madison
ORD
Chicago
$184 Roundtrip, just found
$184
Roundtrip
just found
Select United flight, departing Sat, Oct 11 from Madison to Chicago, returning Sat, Oct 18, priced at $184 just found
United
Mon, Oct 27 - Sun, Nov 9
MSN
Madison
ORD
Chicago
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select United flight, departing Mon, Oct 27 from Madison to Chicago, returning Sun, Nov 9, priced at $187 found 1 day ago
United
Thu, Jan 1 - Fri, Jan 2
MSN
Madison
ORD
Chicago
$188 Roundtrip, found 10 hours ago
$188
Roundtrip
found 10 hours ago
Select United flight, departing Thu, Jan 1 from Madison to Chicago, returning Fri, Jan 2, priced at $188 found 10 hours ago
United
Thu, Jan 1 - Fri, Jan 2
MSN
Madison
ORD
Chicago
$193 Roundtrip, found 10 hours ago
$193
Roundtrip
found 10 hours ago
Select United flight, departing Thu, Jan 1 from Madison to Chicago, returning Fri, Jan 2, priced at $193 found 10 hours ago
United
Wed, Dec 24 - Sat, Dec 27
MSN
Madison
ORD
Chicago
$197 Roundtrip, found 10 hours ago
$197
Roundtrip
found 10 hours ago
Select United flight, departing Wed, Dec 24 from Madison to Chicago, returning Sat, Dec 27, priced at $197 found 10 hours ago
Flights from Madison (MSN) to Chicago (ORD)
Origin airport
Dane County Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Popular airline
American Airlines
Distance
108 mi
Average flight time
1 hour 7 mins

Frequently asked questions

How much is a United Airlines flight from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD)?
Use the "Price (lowest to highest)" filter on Expedia to search for cheap United Airlines round-trip flights from $179 from MSN to ORD. Affordable one-way tickets from $204 are also available.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from MSN to ORD with United Airlines?
January is one of the most affordable months to fly to Chicago with United Airlines. You could also find fantastic deals on one-way and return fares in February.
What is the cheapest time to book flights from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD) with United Airlines?
Begin your search one to three months ahead of your departure date to score cheap fares on United Airlines flights from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD). You can save 25% by booking your domestic flight 34 to 86 days in advance versus last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Get your timing spot on, and you can enjoy significant savings on domestic journeys.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does United Airlines fly nonstop from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD)?
Choose from one of United Airlines's 43 direct weekly flights from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD). To see your choices, enter your origin, destination and dates and hit search. Then apply the "Nonstop" and "Airline" filters.
How long does it take to fly from MSN to ORD with United Airlines?
Depart Dane County Regional Airport (MSN) for O'Hare Intl. Airport (ORD) on a direct United Airlines flight, and you'll be in the sky for about 1h 12m.
Which day of the week has the most United Airlines flights from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD)?
Sunday has the most United Airlines flights from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD). With 7 daily departures, this is the best day of the week to find something that will fit your plans.
What is the earliest United Airlines flight from MSN to ORD?
Taking off from MSN at 6:30AM UTC-6, the earliest United Airlines flight to ORD arrives at 7:43AM UTC-6. Flying early means you're less likely to encounter delays.* After something later? The last United Airlines flight from MSN to ORD departs at 5:29PM UTC-6 and touches down at 6:40PM UTC-6.*Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does United Airlines fly into in Chicago?
United Airlines flights from Dane County Regional Airport (MSN) to Chicago arrive at O'Hare Intl. Airport (ORD). This is the main entry point to this city.
Why fly with United Airlines from MSN to ORD?
A rewarding loyalty program and the chance to rack up points through United Mileage Plus are the start of the reasons to jet off from MSN to ORD with United Airlines. Plus, when you join our One Key™ program, you can earn OneKeyCash™* in addition to any airline loyalty program earnings. You can put it toward your future trips.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
What type of plane does United Airlines fly from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD)?
United Airlines typically flies Embraer 175 planes for flights from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD). This airline also operates the Bombardier CRJ on this route. Keep in mind that aircraft type can change depending on operational reasons, so the plane you catch might be different when you travel.
Can I change or cancel my United Airlines flight from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD)?
Changes are often free within 24 hours of booking, but your airline may charge a fee after that. For further details about altering your flights, head to your "Trips," select your flight and click on "Manage Booking." If you'd like the flexibility to update your itinerary without additional charges, tick the "Changes included" or "No cancel fee" filter when organizing your next adventure.

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