Southern Wisconsin Adventure Holidays

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Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa

Eaglewood Resort and Spa

€437
per person
23 Oct - 26 Oct
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
8.8/10 Excellent! (1,304 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
Save 100% on your flight
€555
per person
23 Oct - 26 Oct
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Good location, close to everything

Reviewed on 21 Sept 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
€509
per person
23 Oct - 26 Oct
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
Save 100% on your flight
€666
per person
23 Oct - 26 Oct
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
€617
per person
23 Oct - 26 Oct
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9.4/10 Exceptional! (2,681 reviews)
Don't see what you're looking for?
See all available trips from Raleigh to Southern Wisconsin
View all trips
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
€509
per person
23 Oct - 26 Oct
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
Save 100% on your flight
€555
per person
23 Oct - 26 Oct
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Good location, close to everything

Reviewed on 21 Sept 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
Save 100% on your flight
€666
per person
23 Oct - 26 Oct
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Don't see what you're looking for?
See all available trips from Raleigh to Southern Wisconsin
View all trips
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.