S$284 Cheap Flights from Madison to Chicago

View S$284 flight on Sun, 30 Nov, 2025Opens in a new window

Popular airlines from Dane County Regional Airport (MSN) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Madison to Chicago (MSN-ORD)

Prices were available within the past 7 days and start at S$284 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from Madison (MSN) to Chicago (ORD)

March is typically the cheapest month to fly

From S$231 - S$525 per traveller.

Frequently asked questions

How much is a flight from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD)?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip journey between Dane County Regional Airport (MSN) and ORD was . Fares this good don't hang around, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Truax Field to O'Hare Airport?
The majority of flights can be cancelled online, but each air carrier has a different set of terms and conditions. If you do have to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from Dane County Regional Airport (MSN) to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for MSN to ORD flights, you'll see a "no change fees" filter for you to select.
How far is the flight from MSN to O'Hare Airport?
With a flight distance of 180 kilometres, it's only a hop from MSN to ORD. It might be a quick flight, but it's still worth bringing a good book to read.
Which airlines fly direct from MSN to ORD?
There are a few airlines that travel directly from MSN to O'Hare Intl. Airport (ORD). United Airlines (UA) is a popular choice, offering 182 flights a month. If you want more options, check out the fares from American Airlines (AA). This carrier offers 82 flights monthly between these airports.
Are Truax Field to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Tickets from MSN to O'Hare Airport are available up to 12 months before departure on Expedia. And although you may nab great last-minute deal, it's not something you should bank on. Also, booking your flights ahead of time means you'll have more options — and you can avoid ending up with the dreaded middle seat! We're always updating our fares to bring you the best bargains, so check back often for all the latest specials.

Travel information

Origin airport
Dane County Regional
Destination airport
O'Hare Intl.
Distance
173 km
Average flight time
1 hour 6 mins

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Perfect flights from Madison to Chicago

Your Journey from Madison to Chicago

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Experience the joy of finding cheap flights from Dane County Regional to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$284 and roundtrip prices *.
 

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Experience the Vibrant Chicago

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Madison to Chicago

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