Third Lake Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Third Lake Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $783, price is now $604 per person
$604
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)
Book a stay at this 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.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,183, price is now $736 per person
$736
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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.
Great location, nice rooms, nice rooftop bar and large breakfast buffet included.
Reviewed on Oct 28, 2026
The Talbott, Autograph Collection
Downtown Chicago
Price was $873, price is now $640 per person
$640
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)
Book a stay at this luxury 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Swissotel - Chicago
Downtown Chicago
Price was $889, price is now $666 per person
$666
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)
Book a stay at this luxury 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was $979, price is now $770 per person
$770
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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.
Eurostars Magnificent Mile
Downtown Chicago
Price was $925, price is now $728 per person
$728
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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.
Top Hotel Deals
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
27.1 km from city center
Book a stay at this business-friendly hotel in Deerfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Motel 6 Rolling Meadows, IL - Chicago Northwest
1800 Winnetka Cir Rolling Meadows IL
31.46 km from city center
Stay at this motel in Rolling Meadows. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Embassy Suites by Hilton Chicago North Shore Deerfield
1445 Lake Cook Rd Deerfield IL
27.53 km from city center
Book a stay at this business-friendly hotel in Deerfield. Enjoy free breakfast, free parking, and free train station pick-up. Our guests praise the breakfast ...
Motel 6 Prospect Heights, IL
540 N Milwaukee Ave Prospect Heights IL
31.58 km from city center
Stay at this motel in Prospect Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
5.51 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 ...
DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
15.11 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 ...
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
5.54 km from city center
Book a stay at this family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
2000 South Lakeside Dr Deerfield IL
22.25 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 ...
The Inn on Sheridan
2723 Sheridan Rd Zion IL
17.13 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
10.55 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 ...
Motel 6 Libertyville, IL
1809 N Milwaukee Ave Libertyville IL
8.52 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 ...
Hampton Inn Chicago - Gurnee
5550 Grand Ave Gurnee IL
5.99 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 ...
Courtyard Chicago Waukegan Gurnee
3800 Northpoint Blvd Waukegan IL
9.91 km from city center
Book a stay at this business-friendly hotel in Waukegan. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise 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.
Tue, Jan 26 - Wed, Feb 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Thu, Jan 28 - Wed, Feb 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Fri, Jan 29 - Wed, Feb 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$235 Roundtrip, found 5 days ago
$235
Roundtrip
found 5 days ago