Search Deals onSoutheast Wisconsin Vacation Packages
Southeast Wisconsin Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa
Price was $545, price is now $390 per person
$390
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa resort in Itasca. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Bloomingdale Golf Club are located nearby.
Level Chicago Fulton Market
Save 100% on your flight
Price was $1,561, price is now $877 per person
$877
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Great! But parking was bad.
Reviewed on Aug 26, 2026
The Pfister Hotel
Price was $997, price is now $651 per person
$651
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,706, price is now $1,144 per person
$1,144
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Albuquerque (ABQ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
隔音效果差
Reviewed on Aug 27, 2026
The Langham, Chicago
Save 100% on your flight
Price was $1,800, price is now $1,268 per person
$1,268
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Swissotel - Chicago
Price was $1,226, price is now $870 per person
$870
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Albuquerque (ABQ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
My sister and I came to Chicago from Baltimore to see the Obama Presidential Center. When I researched hotels to stay at in Chicago I was very impressed with Swissotel ratings. I could’ve made a better choice. We didn’t get to see everything we wanted to see, but when we do come back to Chicago Swissotel is definitely where we’ll be staying. So if you’re planning on coming to Chicago Swissotel is the best choice.
Reviewed on Aug 29, 2026
Level Chicago – Old Town
Save 100% on your flight
Price was $998, price is now $710 per person
$710
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
LondonHouse Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $764, price is now $545 per person
$545
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Southeast Wisconsin Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Southeast Wisconsin Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Nov 18 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$229 Roundtrip, found 16 hours ago
$229
Roundtrip
found 16 hours ago
Tue, Oct 27 - Wed, Oct 28
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$240 Roundtrip, found 2 days ago
$240
Roundtrip
found 2 days ago
Fri, Sep 11 - Sat, Sep 12
PHL
Philadelphia Intl.
MKE
General Mitchell Intl.
$249 Roundtrip, found 18 hours ago
$249
Roundtrip
found 18 hours ago
Wed, Nov 25 - Sun, Nov 29
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$257 Roundtrip, found 2 days ago
$257
Roundtrip
found 2 days ago
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