Skip to main content
Beginning of main content

MSN (Madison) to MDW (Chicago) Flights $586.59

Search over 321,000 hotels worldwide and 400 airlines worldwide.
Secure incredible value with Expedia's Price Guarantee.
No Expedia cancellation fee to change or cancel almost any hotel reservation.

Here are your best fares found in the past 7 days

The lowest fare found for this route is $586.59 on Fri, Sep 01 from MSN to MDW
Flights Fare Calendar Find minimum fare between origin MSN and destination MDW Click this button to get previous 30 days data Click this button to get next 30 days data $922 $790 $658 $527 $395 $263 $131 $0 Jun Jul 28 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S Price is $ 790.6 on Delta Price is $ 767.7 on Delta Price is $ 709.7 on Delta Price is $ 662.28 on Delta Price is $ 656.78 on Delta Price is $ 652.19 on Delta Price is $ 586.59 on Delta

Cheap MSN to MDW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago

$168.39

Local Weather Chicago
June 84° 57°
July 85° 67°
August 83° 64°

Interesting Facts About Flights from Madison to Chicago (MSN to MDW)

Question : What day in the next four weeks has the best fares?
Answer : As of Jun 26th, the cheapest day to fly from Madison to Chicago is Jul 21st. Tickets are currently being sold for $659, which is 6% below the average price for this route.

Question : What is the cheapest round-trip ticket you can get to Chicago?
Answer : Delta Air Lines is the leader in keeping prices down for their passengers over the next three months. Fares are being booked at just $659 and, when compared to the more expensive bookings of $747, it's quite a deal.

Question : Would you be willing to change your travel days if it saved you money?
Answer : For the month of July, Friday is your lowest-cost day to fly. Flexibility is paramount when booking travel plans in order to keep travel costs down.

Question : How often are flights late from Dane County Regional Airport (MSN) to Chicago Midway International Airport (MDW)?
Answer : Flights from MSN to MDW are on time 61% of the time, ranking in the 45th percentile worldwide. When a flight is late, it's a 17-minute delay on average.

Question : Do travelers from Madison typically stay in Chicago for very long?
Answer : Over the next two months, passengers from MSN to MDW are planning on staying for five days on average.

Question : If punctuality is required for you to book a flight, which airline is your best bet?
Answer : IFL Group will have you to MDW on schedule 100% of the time. Don't spend more time waiting in an airport than you have to and stick with IFL Group on this route. Perfection is hard to come by, so hopefully it continues.

Question : Should you be aware of any airlines that have a reputation of delayed arrivals for this route?
Answer : 100% of Compass Airlines flights from Dane County Regional Airport (MSN) to Chicago Midway International Airport (MDW) are late. If you’re on Compass Airlines, be sure to sign up for the delay notifications to stay up to date with your flight’s status.