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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.
Hilton Chicago/Oak Brook Suites

Hilton Chicago/Oak Brook Suites

3.5 out of 5
Save 100% on your flight
Price was $327, price is now $229 per person
$229
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Villa Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Drury Lane Theater and Oakbrook Center Mall are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $656, price is now $377 per person
$377
per person
Apr 16 - Apr 19
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.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Save 100% on your flight
Price was $683, price is now $430 per person
$430
per person
May 11 - May 14
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.
Bridgeview Inn Chicago Area

Bridgeview Inn Chicago Area

2 out of 5
Save 100% on your flight
Price was $654, price is now $415 per person
$415
per person
May 19 - May 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly motel in Bridgeview. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chicago Ridge Shopping Mall and PGN Jump N' Fun Entertainment are located nearby.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Save 100% on your flight
Price was $654, price is now $425 per person
$425
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Rave-Eagles Club and Harley-Davidson Museum are located nearby.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Price was $1,182, price is now $803 per person
$803
per person
May 7 - May 10
just found
Roundtrip non-stop flight included
Albuquerque (ABQ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Red Roof Inn Chicago - Alsip

Red Roof Inn Chicago - Alsip

2.5 out of 5
Save 100% on your flight
Price was $407, price is now $280 per person
$280
per person
May 19 - May 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
Stay at this hotel in Alsip. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Gaelic Park and Lake Katherine Nature Center are located nearby.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Price was $1,151, price is now $793 per person
$793
per person
May 7 - May 10
just found
Roundtrip non-stop flight included
Albuquerque (ABQ) 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.

Southeast Wisconsin Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
La Banque Hotel

La Banque Hotel

4 out of 5
Price was $540, price is now $363 per person
$363
per person
May 3 - May 6
found 1 day 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 $656, price is now $377 per person
$377
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was $683, price is now $430 per person
$430
per person
May 11 - May 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Save 100% on your flight
Price was $654, price is now $425 per person
$425
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)

Southeast Wisconsin Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $884, price is now $530 per person
$530
per person
May 20 - May 25
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,354, price is now $684 per person
$684
per person
May 20 - May 25
found 13 hours 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 $1,200, price is now $697 per person
$697
per person
May 20 - May 25
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,181, price is now $690 per person
$690
per person
May 20 - May 25
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Top Flight Deals

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

Frontier Airlines
Wed, Mar 25 - Fri, Apr 10
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$160 Roundtrip, found 13 hours ago
$160
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Wed, Mar 25 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Fri, Apr 10, priced at $160 found 13 hours ago
Frontier Airlines
Wed, Mar 25 - Tue, Mar 31
DEN
Denver Intl.
MKE
General Mitchell Intl.
$160 Roundtrip, found 2 hours ago
$160
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Mar 25 from Denver Intl. to General Mitchell Intl., returning Tue, Mar 31, priced at $160 found 2 hours ago
Frontier Airlines
Wed, Mar 18 - Mon, Mar 23
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$166 Roundtrip, found 18 hours ago
$166
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Wed, Mar 18 from Hartsfield-Jackson Atlanta Intl. to General Mitchell Intl., returning Mon, Mar 23, priced at $166 found 18 hours ago
Sun Country Airlines
Thu, Mar 19 - Sun, Apr 5
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$172 Roundtrip, found 20 hours ago
$172
Roundtrip
found 20 hours ago
Select Sun Country Airlines flight, departing Thu, Mar 19 from Orlando Intl. to General Mitchell Intl., returning Sun, Apr 5, priced at $172 found 20 hours ago