Cheap flights from Madison to Rush Street

View AU$335 flight on Sun, 10 Aug. 2025Opens in a new window

Popular airlines from Madison to Rush Street

  • Jetstar

    Jetstar

  • Qantas Airways

    Qantas Airways

  • Virgin Australia

    Virgin Australia

  • Scoot

    Scoot

  • American Airlines

    American Airlines

  • Emirates

    Emirates

  • United

    United

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Cheap Flights from Madison (MSN) to Rush Street (CHI)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, 17 Oct. - Tue, 4 Nov.
MSN
Madison
ORD
Chicago
AU$277 Return, found 4 days ago
AU$277
Return
found 4 days ago
Select American Airlines flight, departing Fri, 17 Oct. from Madison to Chicago, returning Tue, 4 Nov., priced at AU$277 found 4 days ago
American Airlines
Fri, 17 Oct. - Tue, 4 Nov.
MSN
Madison
ORD
Chicago
AU$347 Return, found 4 days ago
AU$347
Return
found 4 days ago
Select American Airlines flight, departing Fri, 17 Oct. from Madison to Chicago, returning Tue, 4 Nov., priced at AU$347 found 4 days ago
American Airlines
Fri, 17 Oct. - Tue, 4 Nov.
MSN
Madison
ORD
Chicago
AU$362 Return, found 4 days ago
AU$362
Return
found 4 days ago
Select American Airlines flight, departing Fri, 17 Oct. from Madison to Chicago, returning Tue, 4 Nov., priced at AU$362 found 4 days ago
United
Fri, 17 Oct. - Tue, 4 Nov.
MSN
Madison
ORD
Chicago
AU$370 Return, found 4 days ago
AU$370
Return
found 4 days ago
Select United flight, departing Fri, 17 Oct. from Madison to Chicago, returning Tue, 4 Nov., priced at AU$370 found 4 days ago
American Airlines
Fri, 17 Oct. - Tue, 4 Nov.
MSN
Madison
ORD
Chicago
AU$373 Return, found 4 days ago
AU$373
Return
found 4 days ago
Select American Airlines flight, departing Fri, 17 Oct. from Madison to Chicago, returning Tue, 4 Nov., priced at AU$373 found 4 days ago
Delta
Fri, 17 Oct. - Tue, 4 Nov.
MSN
Madison
ORD
Chicago
AU$1,950 Return, found 4 days ago
AU$1,950
Return
found 4 days ago
Select Delta flight, departing Fri, 17 Oct. from Madison to Chicago, returning Tue, 4 Nov., priced at AU$1,950 found 4 days ago

Find the cheapest month to fly from Madison (MSN) to Chicago (ORD)

November is typically the cheapest month to fly

From AU$275 - AU$674 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.