Search Deals onLakeside Vacation Packages
Lakeside Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Chicago - Alsip
Save 100% on your flight
per person
Sep 17 - Sep 24
found 20 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (MDW)
Stay at this hotel in Alsip. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Water's Edge Golf Club and Gaelic Park are located nearby.
Park Hyatt Chicago
Save 100% on your flight
per person
Sep 7 - Sep 13
found 11 hours ago
Roundtrip non-stop flight included
El Paso (ELP) 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.
Holiday Inn Chicago O'Hare – Rosemont by IHG
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.
Chicago Athletic Association, a Hyatt Hotel
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Millennium Park and Art Institute of Chicago are located nearby.
Arlo Chicago
Save 100% on your flight
per person
Aug 8 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
HYATT house Chicago/Schaumburg
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and FireZone are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Chicago Hotel Collection - Wrigleyville
Save 100% on your flight
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 3.5-star hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and room service. Our guests praise the clean rooms in our reviews. Popular attractions Wrigley Field and Michigan Avenue 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.
Tue, Aug 26 - Sat, Aug 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 8 hours ago
$130
Roundtrip
found 8 hours ago
Mon, Aug 11 - Tue, Aug 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$255 Roundtrip, found 16 hours ago
$255
Roundtrip
found 16 hours ago
Tue, Jul 29 - Tue, Aug 12
LAX
Los Angeles Intl.
AZO
Kalamazoo-Battle Creek Intl.
$404 Roundtrip, found 17 hours ago
$404
Roundtrip
found 17 hours ago
Fri, Aug 22 - Sat, Sep 6
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$527 Roundtrip, found 1 day ago
$527
Roundtrip
found 1 day ago
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