Search Deals onSilver Lake Vacation Packages
Silver Lake Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Save 100% on your flight
Price was $881, price is now $548 per person
$548
per person
Nov 5 - Nov 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
Save 100% on your flight
Price was $1,959, price is now $1,137 per person
$1,137
per person
Nov 5 - Nov 8
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.
Perfect location for shopping, beach, and restaurants. Very clean and staff is very friendly… did not disappoint. Everything met the mark and expectations of a Four Seasons.
Reviewed on Sep 2, 2026

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $1,779, price is now $1,055 per person
$1,055
per person
Oct 11 - Oct 15
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.
Everything was clean, staff was friendly, and breakfast was yummy :)
Reviewed on Sep 3, 2026

Level Chicago Fulton Market
Save 100% on your flight
Price was $1,088, price is now $660 per person
$660
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Loved the hotel, super nice and clean! Felt like home away from home!
Reviewed on Sep 1, 2026

Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,720, price is now $1,058 per person
$1,058
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.
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026

The Pfister Hotel
Save 100% on your flight
Price was $1,082, price is now $688 per person
$688
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.

Level Chicago - River North
Save 100% on your flight
Price was $1,106, price is now $733 per person
$733
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Great front desk service and amenities.
Reviewed on Sep 3, 2026

The Emily Hotel
Save 100% on your flight
Price was $1,747, price is now $1,183 per person
$1,183
per person
Oct 16 - Oct 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 WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
Silver Lake Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Silver Lake 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.

Thu, Oct 8 - Tue, Oct 20
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$130 Roundtrip, found 5 hours ago
$130
Roundtrip
found 5 hours ago
Thu, Oct 1 - Sun, Oct 4
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$190 Roundtrip, found 1 hour ago
$190
Roundtrip
found 1 hour ago

Sat, Oct 17 - Tue, Oct 20
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago

Sat, Sep 19 - Thu, Oct 1
DEN
Denver Intl.
MKE
General Mitchell Intl.
$243 Roundtrip, found 3 hours ago
$243
Roundtrip
found 3 hours ago
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