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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.
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $686, price is now $454 per person
$454
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,684, price is now $1,046 per person
$1,046
per person
Jun 18 - Jun 22
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.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $884, price is now $572 per person
$572
per person
Jul 23 - Jul 26
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.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Save 100% on your flight
Price was $725, price is now $471 per person
$471
per person
Jul 9 - Jul 12
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 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,461, price is now $955 per person
$955
per person
Jun 27 - Jun 30
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Milwaukee Art Museum and Fiserv Forum are located nearby.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,096, price is now $719 per person
$719
per person
Jul 17 - Jul 20
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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,289, price is now $858 per person
$858
per person
Jun 18 - Jun 22
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 parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue 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 $1,098, price is now $735 per person
$735
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.

Southeast Wisconsin Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $725, price is now $471 per person
$471
per person
Jul 9 - Jul 12
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 $1,684, price is now $1,046 per person
$1,046
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $884, price is now $572 per person
$572
per person
Jul 23 - Jul 26
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 $1,461, price is now $955 per person
$955
per person
Jun 27 - Jun 30
found 21 hours 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.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,310, price is now $696 per person
$696
per person
Jul 22 - Jul 27
found 2 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 $1,491, price is now $816 per person
$816
per person
Jul 22 - Jul 27
found 2 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 $1,488, price is now $864 per person
$864
per person
Jul 22 - Jul 27
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,369, price is now $1,381 per person
$1,381
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)

Top Flight Deals

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

Frontier Airlines
Tue, Aug 4 - Tue, Aug 18
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Orlando Intl. to General Mitchell Intl., returning Tue, Aug 18, priced at $128 found 1 day ago
Frontier Airlines
Wed, Aug 12 - Tue, Aug 25
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$190 Roundtrip, found 21 hours ago
$190
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Tue, Aug 25, priced at $190 found 21 hours ago
Frontier Airlines
Wed, May 27 - Wed, Jun 3
PHL
Philadelphia Intl.
MKE
General Mitchell Intl.
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, May 27 from Philadelphia Intl. to General Mitchell Intl., returning Wed, Jun 3, priced at $195 found 2 days ago
Frontier Airlines
Wed, Jun 17 - Tue, Jun 30
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$195 Roundtrip, found 21 hours ago
$195
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Jun 17 from Hartsfield-Jackson Atlanta Intl. to General Mitchell Intl., returning Tue, Jun 30, priced at $195 found 21 hours ago