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Flights from Chicago to Wisconsin

Flight deals from Chicago to Wisconsin

Looking for cheap tickets from Chicago to Wisconsin, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.
Madison.$373 per passenger.Departing Mon, 1 Jul, returning Wed, 17 Jul.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 1 Jul, arriving in Madison.Inbound direct flight with United departs from Madison on Wed, 17 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $373, select.
Milwaukee.$389 per passenger.Departing Mon, 19 Aug, returning Wed, 4 Sep.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 19 Aug, arriving in Milwaukee General Mitchell.Inbound direct flight with United departs from Milwaukee General Mitchell on Wed, 4 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $389, select.
Green Bay.$392 per passenger.Departing Wed, 10 Jul, returning Wed, 17 Jul.Return flight with American Airlines.Outbound direct flight with American Airlines departs from Chicago O'Hare International on Wed, 10 Jul, arriving in Green Bay.Inbound direct flight with American Airlines departs from Green Bay on Wed, 17 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $392, select.
Appleton.$405 per passenger.Departing Tue, 2 Jul, returning Mon, 8 Jul.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 2 Jul, arriving in Appleton.Inbound direct flight with United departs from Appleton on Mon, 8 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $405, select.
Wausau.$646 per passenger.Departing Sat, 29 Jun, returning Mon, 1 Jul.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Sat, 29 Jun, arriving in Wausau Central Wisconsin.Inbound indirect flight with Delta, departs from Wausau Central Wisconsin on Mon, 1 Jul, arriving in Chicago Midway.Price includes taxes and charges.From $646, select.
Rhinelander.$769 per passenger.Departing Fri, 5 Jul, returning Sat, 10 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Fri, 5 Jul, arriving in Rhinelander.Inbound indirect flight with Delta, departs from Rhinelander on Sat, 10 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $769, select.

Flying from Chicago to Wisconsin

Arm yourself with these facts on the fly.
Cheapest flight found$373, Madison
Cheapest month to flyJuly
Average flight time1 hr, 7 mins
Cheapest airport to fly fromChicago O'Hare International
Most popular airlineAmerican Airlines

Frequently asked questions

We looked at all of the upcoming return flights from Chicago to Wisconsin we could find over the next 12 months. It looks like $373 is the best price. This is good, compared to the average Wisconsin ticket price of $628.
The cheapest month to fly from Chicago to Rhinelander Airport is usually July. The cheapest month to fly from Chicago to Madison Airport is usually July. The cheapest month to fly from Chicago to Milwaukee General Mitchell Airport is usually August. And the cheapest month to fly from Chicago to Green Bay Airport is usually July.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Wisconsin on Monday, 1 July 2024.
Chicago O'Hare International Airport offers direct flights to Wisconsin.
If you're flying from Chicago, the cheapest city in Wisconsin to fly into is Madison. The cheapest airport serving Madison at the moment is Madison.
The average flight time between Chicago and Wisconsin is 1 hour and 8 minutes.