$210 Cheap United flights from Chicago to Madison (ORD to MSN)

Find The Best Day To Fly from Chicago to Madison

Amazing United ORD to MSN Flight Deals

The cheapest flights to Dane County Regional found within the past 7 days were $188 round trip and $210 one way. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I catch a flight from ORD to Truax Field right now?
Ensure you visit our Covid-19 Travel Advisor to find out if there are any current travel advice reports or quarantine requirements in effect in MSN when jet-setting from ORD.
What terminal is United Airlines at ORD?
If you're flying with United Airlines from O'Hare Intl. Airport (ORD), you'll usually board from terminal 1. If you're heading to MSN from here, you'll probably be arriving at the main terminal.
Are there United Airlines non-stop flights from ORD to MSN?
Direct flights are on offer with United Airlines, which means you'll be able to fly from O'Hare Airport to MSN fast. Those memorable travel experiences you desire are a trouble-free flight away.
How long is a United Airlines flight from ORD to MSN?
From the time your United Airlines aircraft gets pushed back from the gate at O'Hare Airport to the moment it pulls into Truax Field, your plane ride will last around 3 hours and 1 minute. With a short flight time like this, it's a great spur-of-the-moment escape.
What type of aircraft does United Airlines fly from ORD to MSN?
Reserved a seat with United Airlines between ORD and MSN? The Canadair (Bombardier) Regional Jet 550 and the Bombardier CRJ are the airplane models that generally operate on this flight path.
How many direct and indirect flights does United Airlines fly from ORD to MSN?
You'll have a lot of flexibility if you want to fly with United Airlines between ORD and MSN. Currently, it is offering around 4 flights every day.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to MSN, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best United flight from Chicago ORD to Madison MSN 

To find the best deals on flights to Chicago from Madison with United, just enter your travel dates, filter by United, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Chicago ORD to Madison MSN with United 

If you’re planning a round trip, booking return flights with United is usually the most cost-effective option. With airfares ranging from $188 to $267, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way United flights from Chicago ORD to Madison MSN 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way United flight from Chicago to Madison costs from $210. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Madison MSN from  Chicago ORD with United 

To find a cheap United flight from Chicago ORD to Madison MSN, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on United flights from Chicago ORD to Madison MSN 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as August, or if you book a flight with a stopover. 

 

Find nonstop flights from Chicago ORD to Madison MSN with United 

If you’re keen to be on Madison soil fast, don’t waste time with a stopover—filter your search results to show direct United flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for United flights from Chicago ORD to Madison MSN 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Madison MSN from  Chicago ORD with United on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

United Airports
Hop on a(n) United flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ORDUSAO'Hare Intl.227
DENUSADenver Intl.226
IAHUSAGeorge Bush Intercontinental136
IADUSAWashington Dulles Intl.100
SFOUSASan Francisco Intl.64
LAXUSALos Angeles Intl.23
EWRUSALiberty Intl.20
FRADEUFrankfurt Intl.19
NRTJPNNarita Intl.19
PEKCHNCapital Intl.16

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