
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.

Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Chicago (ORD)
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
per person
Jul 27 - Aug 3
found 16 hours ago
Roundtrip flight included
Billings (BIL) to Chicago (ORD)
Stay at this 4-star 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.

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
Jul 27 - Aug 3
found 16 hours ago
Roundtrip flight included
Billings (BIL) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff 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
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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 Emily Hotel
Downtown Chicago
Save 100% on your flight
per person
Jul 27 - Aug 3
found 16 hours ago
Roundtrip flight included
Billings (BIL) to Chicago (ORD)
Stay at this 4-star 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.

Pendry Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 27 - Aug 3
found 16 hours ago
Roundtrip flight included
Billings (BIL) 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.
Top Hotel Deals

Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr, Waukegan, IL
19.62 km from city center
Stay at this 3-star business-friendly hotel in Waukegan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Hotel Indigo Chicago-Vernon Hills by IHG
450 N Milwaukee Ave, Vernon Hills, IL
21.33 km from city center
Stay at this 3.5-star boutique hotel in Vernon Hills. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...

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 ...

Great Wolf Lodge Illinois
1700 Nations Dr, Gurnee, IL
15.08 km from city center
Stay at this 3-star family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...

Staybridge Suites, Lincolnshire by IHG
100 Barclay Blvd, Lincolnshire, IL
25 km from city center
Stay at this 3-star business-friendly hotel in Lincolnshire. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83, Mundelein, IL
18.25 km from city center
Stay at this 4-star business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

Motel 6 Libertyville, IL
1809 N Milwaukee Ave, 94 Exit Buckly Rd HWY137, Libertyville, IL
15.44 km from city center
Stay at this motel in Libertyville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...

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 ...

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
2000 South Lakeside Dr, Deerfield, IL
27.82 km from city center
Stay at this 3-star family-friendly hotel in Deerfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Holiday Inn Express & Suites Waukegan by IHG
611 Lakehurst Rd, Waukegan, IL
19.24 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 ...

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. ...

Illinois Beach Hotel
100 Lake Front Dr, Zion, IL
27.1 km from city center
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois ...

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 ...
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.

Sat, May 24 - Thu, May 29
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago

Sat, May 24 - Sun, May 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$208 Roundtrip, found 3 days ago
$208
Roundtrip
found 3 days ago

Fri, Oct 10 - Mon, Oct 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$377 Roundtrip, found 6 days ago
$377
Roundtrip
found 6 days ago

Fri, Oct 10 - Mon, Oct 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$417 Roundtrip, found 6 days ago
$417
Roundtrip
found 6 days ago
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