Search Deals onLakeside Vacation Packages
Lakeside Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Soldier Field and Millennium Park are located nearby.
Waldorf Astoria Chicago
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 5-star 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.
The Langham, Chicago
Save 100% on your flight
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 5-star 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.
Viceroy Chicago
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pendry Chicago
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hilton Garden Inn Chicago Downtown Riverwalk
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Glen Club
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star golf hotel in Glenview. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions The Glen Club and Kohl Children's Museum are located nearby.
Lakeside Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Lakeside 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.
Mon, Feb 3 - Wed, Feb 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Mon, Jan 13 - Sat, Jan 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 10 hours ago
$118
Roundtrip
found 10 hours ago
Tue, Feb 25 - Sun, Mar 2
PVG
Pudong Intl.
ORD
O'Hare Intl.
$936 Roundtrip, found 16 hours ago
$936
Roundtrip
found 16 hours ago
Fri, Jan 24 - Sun, Feb 2
SHA
Hongqiao Intl.
ORD
O'Hare Intl.
$2,043 Roundtrip, found 6 days ago
$2,043
Roundtrip
found 6 days ago
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