Cheap flights from Chicago (CHI) to Madison (MSN)

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Lowest round trip fares by airline from Chicago and Madison

Cheapest prices ($90 One Way, $179 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Madison

Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd, Madison, WI
The price is $58 per night from Nov 24 to Nov 25
$58
includes taxes & fees
$50 per night
Nov 24 - Nov 25
Stay at this motel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (804 reviews)
"the staff has been wonderful"

Reviewed on Nov 19, 2024

Motel 6 Madison, WI - East
Econo Lodge Madison

Econo Lodge Madison

2 out of 5
4726 E Washington Ave, Madison, WI
The price is $68 per night from Nov 24 to Nov 25
$68
includes taxes & fees
$59 per night
Nov 24 - Nov 25
Stay at this hotel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (1,001 reviews)
"ok"

Reviewed on Nov 18, 2024

Econo Lodge Madison
Red Roof Inn Madison, WI

Red Roof Inn Madison, WI

2 out of 5
4830 Hayes Road, Madison, WI
The price is $69 per night from Nov 24 to Nov 25
$69
includes taxes & fees
$59 per night
Nov 24 - Nov 25
Stay at this hotel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions East Towne Mall and Token Creek Park are located ...
5.6/10 (1,000 reviews)
"The staff is very nice"

Reviewed on Nov 3, 2024

Red Roof Inn Madison, WI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Chicago to Madison

Origin
Chicago
Destination
Madison
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Chicago to Madison

Are you ready to book your flight, but feeling nervous about paying too much if prices drop in a few days? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus $50 more in CheapCash, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a Madison Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Madison vacation that you can't get when you book flights and hotel separately.

Relax in Madison With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.