
Long Lake Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Long Lake Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

The Royal Sonesta Chicago Downtown
Downtown Chicago
Price was $439, price is now $316 per person
$316
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $604, price is now $415 per person
$415
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a 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.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,187, price is now $831 per person
$831
per person
Dec 26 - Dec 29
found 11 hours ago
Roundtrip flight included
New York (LGA) 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.

Pendry Chicago
Downtown Chicago
Price was $608, price is now $445 per person
$445
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was $527, price is now $400 per person
$400
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this spa 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.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was $521, price is now $405 per person
$405
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
Top Hotel Deals

La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
15.16 km from city center
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Comfort Inn & Suites Arlington Heights - Buffalo Grove
3700 N Wilke Rd Arlington Heights IL
27.33 km from city center
Stay at this hotel in Arlington Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Hotel Indigo Chicago-Vernon Hills by IHG
450 N Milwaukee Ave Vernon Hills IL
21.33 km from city center
Book a stay at this boutique hotel in Vernon Hills. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...

DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
18.25 km from city center
Book a stay at this business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave Pleasant Prairie WI
26.2 km from city center
Book a stay at this business-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...

The Inn on Sheridan
2723 Sheridan Rd Zion IL
26.12 km from city center
Book a stay at this business-friendly hotel in Zion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr Waukegan IL
19.62 km from city center
Book a stay at this business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
2000 South Lakeside Dr Deerfield IL
27.82 km from city center
Book a stay at this family-friendly hotel in Deerfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Motel 6 Libertyville, IL
1809 N Milwaukee Ave Libertyville IL
15.44 km from city center
Book a stay at this business-friendly motel in Libertyville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in ...

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
2600 Lake Cook Rd Deerfield IL
31 km from city center
Book a stay at this business-friendly hotel in Deerfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Comfort Suites Grayslake near Libertyville North
1775 East Belvidere Road Grayslake IL
10.74 km from city center
Book a stay at this business-friendly hotel in Grayslake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

AmericInn by Wyndham Woodstock IL
990 Lake Avenue Woodstock IL
26.19 km from city center
Book a stay at this ski hotel in Woodstock. Enjoy free breakfast, free parking, and a casino. Our guests praise the clean rooms in our reviews. Popular attractions ...

Four Points by Sheraton Buffalo Grove
900 West Lake Cook Road Buffalo Grove IL
27.09 km from city center
Book a stay at this business-friendly hotel in Buffalo Grove. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Dec 4 - Thu, Dec 11
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 3 days ago
$73
Roundtrip
found 3 days ago

Wed, Dec 3 - Tue, Dec 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago

Fri, Dec 5 - Sun, Dec 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$234 Roundtrip, just found
$234
Roundtrip
just found

Fri, Dec 5 - Sun, Dec 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$234 Roundtrip, just found
$234
Roundtrip
just found

Fri, Dec 5 - Sun, Dec 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$263 Roundtrip, just found
$263
Roundtrip
just found

