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Southeast Wisconsin Vacation Packages

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Southeast Wisconsin Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $728, price is now $482 per person
$482
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,853, price is now $1,166 per person
$1,166
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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 Fiserv Forum and Henry W. Maier Festival Park are located nearby.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Save 100% on your flight
Price was $761, price is now $487 per person
$487
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $722, price is now $484 per person
$484
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,511, price is now $1,024 per person
$1,024
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,250, price is now $849 per person
$849
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Save 100% on your flight
Price was $859, price is now $585 per person
$585
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $800, price is now $547 per person
$547
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Southeast Wisconsin Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $728, price is now $482 per person
$482
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,853, price is now $1,166 per person
$1,166
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Milwaukee (MKE)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $761, price is now $487 per person
$487
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,238, price is now $829 per person
$829
per person
Aug 27 - Aug 30
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Southeast Wisconsin Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,265, price is now $722 per person
$722
per person
Aug 10 - Aug 15
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,269, price is now $743 per person
$743
per person
Aug 10 - Aug 15
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,231, price is now $756 per person
$756
per person
Jul 3 - Jul 8
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,622, price is now $998 per person
$998
per person
Jul 2 - Jul 7
found 10 hours ago
Roundtrip flight included
Tampa (TPA) to Milwaukee (MKE)

Top Flight Deals

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

American Airlines
Tue, Aug 18 - Tue, Sep 1
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 18 from Orlando Intl. to General Mitchell Intl., returning Tue, Sep 1, priced at $193 found 1 day ago
Delta
Tue, Aug 11 - Tue, Aug 25
TPA
Tampa Intl.
MKE
General Mitchell Intl.
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 11 from Tampa Intl. to General Mitchell Intl., returning Tue, Aug 25, priced at $229 found 4 days ago
Frontier Airlines
Wed, Aug 12 - Tue, Aug 25
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Tue, Aug 25, priced at $230 found 3 days ago
Frontier Airlines
Wed, Jul 1 - Wed, Jul 1
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$244 Roundtrip, found 1 day ago
$244
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to General Mitchell Intl., returning Wed, Jul 1, priced at $244 found 1 day ago