Cheap Flights from Chicago O'Hare International 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 Airport to Madison Airport? If you want to travel next month, return fares start from $416. Find the lowest prices on one-way and return tickets right here.

Madison.$416 per passenger.Departing Sat, 3 Oct, returning Sat, 10 Oct.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 3 Oct, arriving in Madison.Inbound direct flight with United departs from Madison on Sat, 10 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $416, select.

Madison.$416 per passenger.Departing Fri, 11 Sep, returning Sun, 13 Sep.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 11 Sep, arriving in Madison.Inbound direct flight with United departs from Madison on Sun, 13 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $416, select.

Madison.$416 per passenger.Departing Fri, 6 Nov, returning Sun, 8 Nov.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 6 Nov, arriving in Madison.Inbound direct flight with United departs from Madison on Sun, 8 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $416, select.

Madison.$416 per passenger.Departing Wed, 30 Sep, returning Wed, 7 Oct.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 30 Sep, arriving in Madison.Inbound direct flight with United departs from Madison on Wed, 7 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $416, select.

Madison.$420 per passenger.Departing Thu, 29 Oct, returning Tue, 3 Nov.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 29 Oct, arriving in Madison.Inbound direct flight with United departs from Madison on Tue, 3 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $420, select.

Madison.$420 per passenger.Departing Fri, 25 Dec, returning Fri, 1 Jan.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 25 Dec, arriving in Madison.Inbound direct flight with United departs from Madison on Fri, 1 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $420, select.

Madison.$420 per passenger.Departing Thu, 26 Nov, returning Thu, 3 Dec.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 26 Nov, arriving in Madison.Inbound direct flight with United departs from Madison on Thu, 3 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $420, select.

Madison.$420 per passenger.Departing Fri, 1 Jan, returning Fri, 8 Jan.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 1 Jan, arriving in Madison.Inbound direct flight with United departs from Madison on Fri, 8 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $420, select.

Madison.$420 per passenger.Departing Wed, 23 Dec, returning Wed, 30 Dec.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 23 Dec, arriving in Madison.Inbound direct flight with United departs from Madison on Wed, 30 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $420, select.

Madison.$534 per passenger.Departing Fri, 12 Feb, returning Fri, 19 Feb.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 12 Feb, arriving in Madison.Inbound direct flight with United departs from Madison on Fri, 19 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $534, select.

Madison.$540 per passenger.Departing Mon, 11 Jan, returning Mon, 17 May.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 11 Jan, arriving in Madison.Inbound direct flight with United departs from Madison on Mon, 17 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $540, select.

Madison.$541 per passenger.Departing Wed, 24 Mar, returning Tue, 30 Mar.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 24 Mar, arriving in Madison.Inbound direct flight with United departs from Madison on Tue, 30 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $541, select.

Madison.$569 per passenger.Departing Wed, 26 Aug, returning Mon, 31 Aug.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 26 Aug, arriving in Madison.Inbound direct flight with United departs from Madison on Mon, 31 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $569, select.

Madison.$667 per passenger.Departing Wed, 26 Aug, returning Sun, 6 Sep.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 26 Aug, arriving in Madison.Inbound direct flight with United departs from Madison on Sun, 6 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $667, 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 September.

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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.

Madison

9km from central Madison

ClosestCheapest

from $416

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Chicago to Madison: Flight information

The things to know before you go.

Cheapest flight found	$416
Cheapest month to fly	November
Average flight time	1 hr, 11 mins
Most popular airline	American Airlines
Average flights per week	417

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

How much are return flights from Chicago O'Hare International to Madison?

The best price we found for a return flight from Chicago O'Hare International to Madison is $416. 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.

How long does it take to fly from Chicago O'Hare International to Madison?

1 hour and 11 minutes is the average flight time from Chicago O'Hare International to Madison.

Which airlines fly direct from Chicago O'Hare International to Madison?

American Airlines, United and Alaska Airlines fly direct from Chicago O'Hare International to Madison.

How many flights are there a week from Chicago O'Hare International to Madison?

As of August 2026, there are 432 flights per week flying from Chicago O'Hare International to Madison.

When is the cheapest time to fly from Chicago O'Hare International to Madison?

The cheapest month to fly from Chicago O'Hare International to Madison is usually November.

Which upcoming date is cheapest to fly from Chicago O'Hare International Airport to Madison Airport on?

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 November 2026.

Can I get a direct flight from Chicago O'Hare International Airport to Madison Airport?

Yes – the average flight time is 1 hour and 11 minutes.

How can I find the best flight deal to Madison?

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.

When is the best time to book flights to Madison?

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.

Which is the cheapest airline to fly from Chicago O'Hare International Airport to Madison with?

Currently, United offers the cheapest flight tickets to Madison.

Flying from Chicago O'Hare International Airport (ORD) to Madison Airport (MSN): what you need to know

The average duration of a direct flight from Chicago O'Hare International Airport to Madison Airport is 1 hour 5 minutes.
You can choose from 107 weekly Chicago O'Hare International Airport to Madison Airport flights. The 07:00 departure with American Airlines is the earliest you can take. American Airlines operates the last service of the day at 22:26.
Your ORD to MSN flight won't wait if you're running late, so get to the airport with time to spare. Arrive up to one hour in advance for domestic flights and two hours ahead when you're travelling internationally.
You'll likely experience longer lines during popular months such as July. Arriving up to four hours in advance for an international flight and two hours for a domestic departure is a good idea.
Travelling to Madison (and then discovering more of the United States!) is a breeze with United. This popular carrier offers direct flights from Chicago O'Hare International Airport to Madison Airport.
The majority of passengers choose to fly with United on this route.
The most punctual carrier that offers ORD to MSN flights is United. Its services arrive as scheduled 66.84% of the time.
Consider adding a stopover when booking your ticket from Chicago O'Hare International Airport to Madison Airport. Simply deselect 'Direct flights only' to break up your journey, or perhaps explore a new destination along the way. Here are some options between ORD and MSN:
- Atlanta Hartsfield-Jackson Airport
- Detroit Wayne County Airport
- Minneapolis St Paul Airport

How to find the cheapest flights from Chicago O'Hare International Airport (ORD) to Madison Airport (MSN)

Right now, $399 is the lowest price we've seen for a one-way Chicago O'Hare International Airport to Madison Airport flight. The best price for a return ticket is $416. Bear in mind that fares may change due to availability when booking.
To score cheap tickets from ORD to MSN, book your trip one month before your departure.
June is the cheapest month for flights from Chicago O'Hare International Airport to Madison Airport. If you want to fly at a different time of year, the 'Whole month' tool will give you the lowest prices for every month.
Getting your hands on cheap flights from ORD to MSN is a cinch with Price Alerts. Simply create one of these automatic alerts and we'll notify you as soon as there's a better deal.
Select your preferred arrival and departure times, airlines and number of stops with the filters. Or sort your results by 'Cheapest' to see the best deals on flights from Chicago O'Hare International Airport to Madison Airport.

Handy information about Chicago O'Hare International Airport (ORD)

You'll find ORD at 10000 West O'Hare.
70% of flights taking off from Chicago O'Hare International Airport make it to their destination on schedule.
Chicago O'Hare International Airport is around 27 kilometres from central Chicago. If you're driving, catching a taxi or ride-sharing from the centre, it'll take 30 minutes or so to get there, depending on the traffic.
You can expect a trip time of about 45 minutes on public transport.
Need a handy hotel near ORD? If you're catching an early flight from Chicago O'Hare International Airport to Madison Airport, these stays will have you sleeping moments from your departure lounge:

Arriving at Madison Airport (MSN)

The last thing you need is a lengthy journey to your hotel if you're landing late on a Chicago O'Hare International Airport to Madison Airport flight. Reserve one of these accommodation options near MSN instead:
Travel at your own pace with a Madison Airport rental car. Pick up your wheels from Hertz, Alamo or Enterprise and venture far and wide through Madison and beyond.
For the best deal, book your ride from Madison Airport around two weeks before you travel.

When to fly to Madison Airport (MSN)

The quietest month for a flight from Chicago O'Hare International Airport to Madison Airport is March, while August is the most popular. Choose the ideal time to visit Madison based on whether you prefer a laid-back vibe or a more bustling atmosphere.
When reserving your flight from Chicago O'Hare International Airport to Madison Airport, think about the type of weather you enjoy. July is the warmest month in Madison, with temperatures ranging from 13ºC to 29ºC.
If you want cooler conditions, look for a cheap ticket from ORD to MSN in January. Average temperatures are between -18ºC and 0ºC then.

Explore more of the United States

Chicago is just one of the many places in the United States waiting to be discovered once you've seen Madison. Around 193 kilometres away to the south-east, popular attractions include Millennium Park, Art Institute of Chicago and Willis Tower.
Indianapolis is another standout destination in the United States and is around 451 kilometres south-east of Madison. No trip is complete without visiting Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.