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Silver Lake Vacation Packages

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Silver Lake Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $762, price is now $485 per person
$485
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Excellent. Would stay again

Reviewed on Aug 4, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,462, price is now $844 per person
$844
per person
Oct 8 - Oct 12
found 4 hours ago
Roundtrip flight included
New York (NYC) 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 Riverside Theater are located nearby.

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,366, price is now $823 per person
$823
per person
Sep 23 - Sep 27
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.

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,612, price is now $977 per person
$977
per person
Sep 23 - Sep 27
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.
Very nice. Would stay again. Rooftop bar quite small so need a reservation.

Reviewed on Aug 4, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,092, price is now $686 per person
$686
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The hotel location is great, walking distance to many amenities and restaurants. The staff was friendly and welcoming. Although the room was quite small with the basics the bed and pillows were very comfortable.

Reviewed on Aug 4, 2026

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Save 100% on your flight
Price was $989, price is now $621 per person
$621
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Our group enjoyed our stay at the Whitehall Hotel. The hotel was in an excellent location. Quiet street, but quick walk to Michigan Ave. Easy parking. Rooms were very clean and comfortable. We found the Whitehall to be very charming. Will definitely stay again.

Reviewed on Aug 4, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,934, price is now $1,215 per person
$1,215
per person
Sep 3 - Sep 8
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.

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Save 100% on your flight
Price was $1,923, price is now $1,269 per person
$1,269
per person
Oct 19 - Oct 22
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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
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Reviewed on Aug 3, 2026

Silver Lake Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $989, price is now $621 per person
$621
per person
Sep 23 - Sep 27
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 $1,462, price is now $844 per person
$844
per person
Oct 8 - Oct 12
found 4 hours ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,366, price is now $823 per person
$823
per person
Sep 23 - Sep 27
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 $1,612, price is now $977 per person
$977
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Silver Lake Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,012, price is now $1,109 per person
$1,109
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was $3,426, price is now $1,858 per person
$1,858
per person
Sep 13 - Sep 19
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
Price was $3,177, price is now $1,774 per person
$1,774
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Price was $4,688, price is now $2,724 per person
$2,724
per person
Sep 13 - Sep 19
found 1 day 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
Tue, Sep 1 - Sun, Sep 6
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Sep 1 from Orlando Intl. to General Mitchell Intl., returning Sun, Sep 6, priced at $177 found 2 days ago
Sun Country Airlines
Wed, Nov 25 - Sun, Nov 29
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$227 Roundtrip, found 13 hours ago
$227
Roundtrip
found 13 hours ago
Select Sun Country Airlines flight, departing Wed, Nov 25 from Minneapolis - St. Paul Intl. to General Mitchell Intl., returning Sun, Nov 29, priced at $227 found 13 hours ago
Bargain Flight
Sat, Aug 15 - Tue, Sep 1
PHL
Philadelphia Intl.
MKE
General Mitchell Intl.
$229 Roundtrip, found 13 hours ago
$229
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Sat, Aug 15 from Philadelphia Intl. to General Mitchell Intl., returning Tue, Sep 1, priced at $229 found 13 hours ago
Bargain Flight
Mon, Aug 10 - Thu, Aug 27
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$249 Roundtrip, found 20 hours ago
$249
Roundtrip
found 20 hours ago
Select Bargain Flight flight, departing Mon, Aug 10 from Dallas-Fort Worth Intl. to General Mitchell Intl., returning Thu, Aug 27, priced at $249 found 20 hours ago