Book United Chicago to Madison flight deals from $185

Select journey type

Enter to select travel class and passengers

Search flights from Chicago to Madison (ORD - MSN)

October

Skip to content

Monday 29th

Return Tuesday 13th
from$ 185*Viewed: 3 hours ago

Tuesday 30th

Return Wednesday 14th
from$ 185*Viewed: 3 hours ago

Wednesday 31st

Return Thursday 15th
from$ 185*Viewed: 3 hours ago

November

Skip to content

Saturday 24th

Return Sunday 9th
from$ 185*Viewed: 3 hours ago

Wednesday 28th

Return Thursday 13th
from$ 185*Viewed: 3 hours ago

Friday 30th

Return Saturday 15th
from$ 185*Viewed: 3 hours ago

December

Skip to content

Wednesday 19th

Return Thursday 3rd
from$ 185*Viewed: 3 hours ago

Sunday 23rd

Return Monday 7th
from$ 185*Viewed: 3 hours ago

Monday 24th

Return Tuesday 8th
from$ 185*Viewed: 3 hours ago
**Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply..
Trees in yellow and orange shades line the street leading up to the State Capitol building in Madison

Plan ahead for flights from Chicago to Madison

from
to
Type
Dates
Price*
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Wed 17 Oct 2018
Return Thu 1 Nov 2018
from$ 185*Viewed: 3 hours ago
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Thu 18 Oct 2018
Return Fri 2 Nov 2018
from$ 185*Viewed: 3 hours ago
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Fri 19 Oct 2018
Return Sat 3 Nov 2018
from$ 185*Viewed: 3 hours ago
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Sat 20 Oct 2018
Return Sun 4 Nov 2018
from$ 185*Viewed: 3 hours ago
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Sun 21 Oct 2018
Return Mon 5 Nov 2018
from$ 185*Viewed: 3 hours ago
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Mon 22 Oct 2018
Return Tue 6 Nov 2018
from$ 185*Viewed: 3 hours ago
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Tue 23 Oct 2018
Return Wed 7 Nov 2018
from$ 185*Viewed: 3 hours ago
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Wed 24 Oct 2018
Return Thu 8 Nov 2018
from$ 185*Viewed: 3 hours ago
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Thu 25 Oct 2018
Return Fri 9 Nov 2018
from$ 185*Viewed: 3 hours ago
Chicago (ORD)
to Madison (MSN)
Roundtrip
Depart Fri 26 Oct 2018
Return Sat 10 Nov 2018
from$ 185*Viewed: 3 hours ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.