- Must visit
Chazen Museum of Art
This free university museum combines art, archaeology, and natural science collections, including rotating exhibitions in a central campus location.
The best way to find a cheap flight ticket from Chicago, IL to Madison, WI is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Madison, WI will cost around $595 if you buy it on the day, but the cheapest tickets can be found for only $417.
On Thu, Nov 05, we found 23 flights from Chicago, IL to Madison, WI, including 16 direct services.
On Thu, Nov 05 the direct flights cover the 198 km distance in an average of 1 h 7 m but if you time it right, some flights will get you there in just 1 h 2 m .
On Thu, Nov 05 the longest flights will take 1 h 12 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
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Flights from Chicago, IL to Madison, WI depart on average 17 times per day, taking around 3h 12m. Cheap flight tickets for this journey start at $156 (€130) but you can travel from only $23 (€19) by bus.
There are 9 flights per day. The earliest flight runs at 00:05, the last at 23:55. The fastest flight covers the 123 miles (198 km) distance in 56m. December is the cheapest month to fly.
Distance 123 miles (198 km) |
Average flight duration 3h 12m |
Cheapest ticket price $156 (€130) |
Flights per day 17 |
Direct flights 9 |
Fastest flight 56m |
First flight 12:05 AM |
Last flight 11:55 PM |
Cheapest Month Dec |
Cheapest Day Tue |
High Season Jul - Sep |
Low Season Jan - Mar |
Busiest Day Sat |
Least Busy Day Sun |
Best time to book 35 days |
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Chicago, IL to Madison, WI.
The table below shows live departures for Chicago, IL to Madison, WI flights for today, Wednesday, November 4. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
AA4525 | 6:55 AM O'Hare International Airport | 1h15 | 8:10 AM Dane County Regional Airport | 0 transfersDirect | |
UA1217 · UA1108 | 7:00 AM O'Hare International Airport | 6h24 | 1:24 PM Dane County Regional Airport | 1 transfer | |
UA318 · UA5399 | 8:40 AM O'Hare International Airport | 8h20 | 5:00 PM Dane County Regional Airport | 1 transfer | |
UA5559 | 8:45 AM O'Hare International Airport | 1h16 | 10:01 AM Dane County Regional Airport | 0 transfersDirect | |
UA751 · UA1894 | 9:00 AM O'Hare International Airport | 11h43 | 8:43 PM Dane County Regional Airport | 1 transfer | |
AA4717 | 9:30 AM O'Hare International Airport | 1h16 | 10:46 AM Dane County Regional Airport | 0 transfersDirect | |
UA4166 | 10:42 AM O'Hare International Airport | 1h13 | 11:55 AM Dane County Regional Airport | 0 transfersDirect | |
UA2857 · UA5399 | 10:55 AM O'Hare International Airport | 6h05 | 5:00 PM Dane County Regional Airport | 1 transfer | |
UA5788 | 12:48 PM O'Hare International Airport | 1h12 | 2:00 PM Dane County Regional Airport | 0 transfersDirect | |
UA2050 · UA1894 | 1:00 PM O'Hare International Airport | 7h43 | 8:43 PM Dane County Regional Airport | 1 transfer | |
AA4442 | 1:25 PM O'Hare International Airport | 1h16 | 2:41 PM Dane County Regional Airport | 0 transfersDirect | |
UA646 · UA1894 | 1:30 PM O'Hare International Airport | 7h13 | 8:43 PM Dane County Regional Airport | 1 transfer | |
UA5530 | 1:59 PM O'Hare International Airport | 1h12 | 3:11 PM Dane County Regional Airport | 0 transfersDirect | |
UA767 · UA1894 | 2:30 PM O'Hare International Airport | 6h13 | 8:43 PM Dane County Regional Airport | 1 transfer | |
UA5904 | 3:50 PM O'Hare International Airport | 1h12 | 5:02 PM Dane County Regional Airport | 0 transfersDirect | |
UA4752 | 4:40 PM O'Hare International Airport | 1h14 | 5:54 PM Dane County Regional Airport | 0 transfersDirect | |
AA3346 | 5:15 PM O'Hare International Airport | 1h06 | 6:21 PM Dane County Regional Airport | 0 transfersDirect | |
UA5418 | 5:54 PM O'Hare International Airport | 1h13 | 7:07 PM Dane County Regional Airport | 0 transfersDirect | |
AA4005 | 7:00 PM O'Hare International Airport | 1h07 | 8:07 PM Dane County Regional Airport | 0 transfersDirect | |
UA630 | 7:59 PM O'Hare International Airport | 1h06 | 9:05 PM Dane County Regional Airport | 0 transfersDirect | |
UA1251 | 10:05 PM O'Hare International Airport | 1h02 | 11:07 PM Dane County Regional Airport | 0 transfersDirect | |
AA4434 | 10:30 PM O'Hare International Airport | 1h13 | 11:43 PM Dane County Regional Airport | 0 transfersDirect | |
AA4462 | 11:00 PM O'Hare International Airport | 1h13 | 12:13 AM Dane County Regional Airport | 0 transfersDirect | |
This is the last flight of the day. | |||||
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Discover the best of Madison, WI — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Madison, WI trip today.
This free university museum combines art, archaeology, and natural science collections, including rotating exhibitions in a central campus location.
The state's history museum presents Wisconsin stories through artifacts, exhibits, and Capitol Square access that fits easily into downtown sightseeing.
A compact contemporary art museum on State Street known for rotating exhibitions, community programming, and easy access while exploring downtown.
Madison's central promenade links campus and the Capitol with shops, performances, and frequent street life. It is ideal for an easy city walk.
This downtown square surrounds the Capitol and hosts markets, events, and historic facades. It is the heart of Madison's civic life.
A popular lakeside park with a beach, bike paths, skyline views, and summer activity. It is one of the city's best outdoor gathering spots.
Bratwurst is a Wisconsin staple, often grilled and served on a hard roll with mustard and sauerkraut, reflecting the state's strong German heritage.
Fresh cheese curds are young cheddar curds known for their squeak. They are a signature Wisconsin dairy snack, often eaten plain or fried.
A Friday fish fry features battered or breaded fish with fries, coleslaw, and rye bread. It is a long-standing Wisconsin supper club and tavern tradition.
Refined farm-to-table restaurant serving seasonal tasting menus and polished New American dishes in an intimate setting.
Historic Madison spot known for burgers, cheese curds, and a classic fish fry in a casual tavern setting near the Capitol.
Popular casual restaurant and bar offering Wisconsin comfort food, brunch, beer, and cheese-focused dishes in a lively downtown space.
Moderate for a US college city: hotels and dining are mid-priced, transit is affordable, and many casual food options keep daily costs reasonable.
Tip 18-20% at restaurants, 10-15% for taxis, and $1-2 per drink or coffee in cafes if service is good.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Madison, WI.
Find answers to the most common questions about traveling from Chicago, IL to Madison, WI by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Madison, WI, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Madison, WI flights use the O'Hare International Airport to Dane County Regional Airport airport pair. Use this guide to compare Chicago, IL and Madison, WI airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Dane County Regional Airport is 8 km from Madison city centre. Public transport options include:
Dane County Regional Airport has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Several dining options available in terminal
Free wifi throughout the terminal. ATMs are located near entrance.
Ticket office support is available at Dane County Regional Airport.
Available at Dane County Regional Airport: Parking, Taxis, WC.
Accessibility facilities are available at Dane County Regional Airport: Fully accessible with facilities for disabled.
See which airports are used for flights between Chicago, IL and Madison, WI, including airport details.
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