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Cheap Flights from Chicago to Madison

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Compare Chicago O'Hare International to Madison flight deals

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Flight deals from Chicago O'Hare International to Madison

Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International to Madison? Find the lowest prices on one-way and return tickets right here.
Madison.$276 per passenger.Departing Fri, 6 Jun, returning Fri, 13 Jun.Return flight with American Airlines.Outbound direct flight with American Airlines departs from Chicago O'Hare International on Fri, 6 Jun, arriving in Madison.Inbound direct flight with American Airlines departs from Madison on Fri, 13 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $276, select.
Madison.$278 per passenger.Departing Thu, 1 Jan, returning Tue, 20 Jan.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 1 Jan, arriving in Madison.Inbound direct flight with United departs from Madison on Tue, 20 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $278, select.
Madison.$336 per passenger.Departing Thu, 15 May, returning Sat, 2 Aug.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 15 May, arriving in Madison.Inbound direct flight with United departs from Madison on Sat, 2 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $336, select.
Madison.$369 per passenger.Departing Fri, 16 May, returning Sun, 18 May.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 16 May, arriving in Madison.Inbound direct flight with United departs from Madison on Sun, 18 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $369, select.
Madison.$369 per passenger.Departing Sat, 23 Aug, returning Sat, 20 Dec.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 23 Aug, arriving in Madison.Inbound direct flight with United departs from Madison on Sat, 20 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $369, select.
Madison.$494 per passenger.Departing Sat, 26 Apr, returning Sat, 3 May.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 26 Apr, arriving in Madison.Inbound direct flight with United departs from Madison on Sat, 3 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $494, select.
Madison.$576 per passenger.Departing Mon, 21 Jul, returning Mon, 28 Jul.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 21 Jul, arriving in Madison.Inbound direct flight with United departs from Madison on Mon, 28 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $576, select.

Find the cheapest month to fly from Chicago O'Hare International to Madison

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Madison flights are currently cheapest in June.
Apr
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May
from $369
Jun
from $276
Jul
from $576
Aug
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Sep
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Oct
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Nov
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Dec
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Jan
from $278
Feb
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Mar
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Direct flights from Chicago O'Hare International to Madison

Chicago O'Hare International to Madison: Alternative routes

Compare routes from Chicago O'Hare International to Madison below. You may find an airport to fly into that's cheaper, faster, or easier than Madison.

Chicago to Madison: Flight information

The things to know before you go.
Cheapest flight found$276
Cheapest month to flyJune
Average flight time1 hr, 6 mins
Most popular airlineAlaska Airlines
Average flights per week380

Finding cheap flights from Chicago O'Hare International to Madison: Frequently asked questions

The best price we found for a return flight from Chicago O'Hare International to Madison is $276. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 6 minutes is the average flight time from Chicago O'Hare International to Madison.
Alaska Airlines, American Airlines and United fly direct from Chicago O'Hare International to Madison.
As of April 2025, there are 380 flights per week flying from Chicago O'Hare International to Madison.
The cheapest month to fly from Chicago O'Hare International to Madison is usually April 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Madison Airport on Friday, 6 June 2025.
Yes – the average flight time is 1 hour and 6 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Madison but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Madison is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, American Airlines offers the cheapest flight tickets to Madison.

Travelling from O'Hare International Airport (ORD) to Dane County Regional Airport (MSN): what you need to know

  • Hop on a direct flight from O'Hare International Airport to Dane County Regional Airport and you'll be in the air for an average of 1 hour.

  • Flights from ORD to MSN start from 06:20 — the earliest with American Airlines. The last service of the day is at 21:40 with United Airlines. In total, you can take your pick of 97 weekly O'Hare International Airport to Dane County Regional Airport flights.

  • For a smooth journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This way, you'll have plenty of time to board your ORD to MSN flight.

  • You can expect longer queues in popular months like August. Arriving up to four hours in advance for international flights and two hours for domestic departures is a good idea.

  • Jetting into Madison (and then seeing more of United States!) is a cinch with American Airlines. This popular airline offers direct flights from O'Hare International Airport to Dane County Regional Airport.

  • The airline that passengers book most often on this route is American Airlines.

  • American Airlines is the most punctual carrier operating ORD to MSN flights, with 71.71% of its services landing on schedule.

  • We make it easy to book a flight with a stopover. To see your options for tickets from O'Hare International Airport to Dane County Regional Airport, deselect 'Direct flights only.' Then, pick a flight with a stop long enough to visit your chosen city. Top stopovers between ORD and MSN include:

    • Detroit Metropolitan Wayne County Airport

    • Minneapolis-St. Paul International Airport

    • Hartsfield-Jackson Atlanta International Airport

How to find the cheapest flights from O'Hare International Airport (ORD) to Dane County Regional Airport (MSN)

  • The cheapest price we've seen for a one-way O'Hare International Airport to Dane County Regional Airport flight is $313. A return plane ticket right now is $276. Depending on the availability when you book, these fares can change.

  • To get cheap tickets from ORD to MSN, book your journey seven months ahead of your departure.

  • June is the cheapest month for flights from O'Hare International Airport to Dane County Regional Airport. If you'd like to travel at a different time of year, the 'Whole month' tool will show you the lowest prices for each month.

  • Landing cheap flights from ORD to MSN couldn't be easier with Price Alerts. Simply set up one of these automatic alerts and we'll notify you as soon as there's a better deal.

  • Pick your ideal departure and arrival times, airlines and number of stops with the filters. Or sort your results by 'Cheapest' to find the best deals on flights from O'Hare International Airport to Dane County Regional Airport.

Handy information about O'Hare International Airport (ORD)

  • The address for ORD is 10000 West O'Hare.

  • 74.85% of flights taking off from O'Hare International Airport arrive at their destination on time.

  • To reach O'Hare International Airport from central Chicago, it takes about 35 minutes if you're travelling by car. This depends on traffic though. It's approximately 40 kilometres from the airport to the city centre.

  • Expect a journey time of roughly 55 minutes when using public transport.

  • Taking an early flight from O'Hare International Airport to Dane County Regional Airport? Avoid the hassle of rushing to the airport (and sneak in some extra snooze time) by choosing one of these hotels near ORD:

Arriving at Dane County Regional Airport (MSN)

Getting from Dane County Regional Airport (MSN) to central Madison

  • MSN is located at 4000 International Lane.

  • Dane County Regional Airport is approximately 14 kilometres from the centre of Madison. The drive time takes around 20 minutes.

  • It takes roughly 1 hour 10 minutes if you're travelling by public transport.

When to fly to Dane County Regional Airport (MSN)

  • The quietest month for a flight from O'Hare International Airport to Dane County Regional Airport is January, while August is the most popular. Pick the ideal time to go to Madison based on whether you prefer a faster pace or a more relaxed vibe.

  • The warmest month in Madison is July, with the temperature ranging between 13ºC (55ºF) and 29ºC (84ºF). Lock in your flights from O'Hare International Airport to Dane County Regional Airport in this month if you like this kind of weather.

  • Look for cheap tickets from ORD to MSN in January if you like cooler conditions. Temperatures are at their lowest around then, ranging between -18ºC (0ºF) and 0ºC (32ºF) on average.

Explore more of United States

  • Madison is easy to fall in love with, but there are so many other parts of United States waiting to be discovered. About 193 kilometres south-east of Madison, a trip to Chicago will fill your itinerary to the brim. Start with attractions like Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier.

  • If you're eager to discover another corner of United States, head for Indianapolis, roughly 451 kilometres south-east of Madison. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are key highlights.

Plan the rest of your trip from Chicago to Madison

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.