Serena Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Serena Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $674, price is now $390 per person
$390
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, 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.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,004, price is now $511 per person
$511
per person
Dec 31 - Jan 5
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Ritz-Carlton, Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,670, price is now $956 per person
$956
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $988, price is now $567 per person
$567
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $933, price is now $538 per person
$538
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Price was $771, price is now $468 per person
$468
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Grand Bear Resort at Starved Rock
2643 IL-178, Utica, IL
30.1 km from city center
Stay at this 3-star golf hotel in Utica. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
Days Inn by Wyndham Oglesby/ Starved Rock
120 N Lewis Ave, Oglesby, IL
35.84 km from city center
Book a stay at this business-friendly hotel in Oglesby. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn Ottawa Starved Rock Area
120 W. Stevenson Road, Ottawa, IL
14.88 km from city center
Book a stay at this business-friendly hotel in Ottawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Best Western Oglesby Inn
900 Holiday Street, Oglesby, IL
36.05 km from city center
Book a stay at this business-friendly hotel in Oglesby. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and ...
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
1879 N 2703rd Rd, Ottawa, IL
18.35 km from city center
Stay at this cabin in Ottawa. Enjoy free parking, patios, and climate control. Popular attractions Tangled Roots Brewing Company - The Lone Buffalo and Washington ...
Hampton Inn Yorkville
310 East Countryside Parkway, Yorkville, IL
31.16 km from city center
Book a stay at this business-friendly hotel in Yorkville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Super 8 by Wyndham Ottawa Starved Rock
500 East Etna Rd., Ottawa, IL
15.33 km from city center
Book a stay at this business-friendly hotel in Ottawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express & Suites Yorkville by IHG
577 E KENDALL DRIVE, Yorkville, IL
30.74 km from city center
Book a stay at this spa hotel in Yorkville. Enjoy free breakfast, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Super 8 by Wyndham Morris
70 Green Acres Dr, Morris, IL
28.02 km from city center
Book a stay at this business-friendly motel in Morris. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Echo Bowling Lanes and Goold Park ...
Comfort Inn Morris I-80
70 Gore Rd, Morris, IL
27.73 km from city center
Book a stay at this business-friendly hotel in Morris. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express & Suites Ottawa by IHG
2850 Columbus Street, Ottawa, IL
15.45 km from city center
Book a stay at this business-friendly hotel in Ottawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Fairfield Inn & Suites by Marriott Ottawa Starved Rock Area
3000 Fairfield Ln, Ottawa, IL
15.11 km from city center
Book a stay at this business-friendly hotel in Ottawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Days Inn & Suites by Wyndham Morris/I-80
80 Hampton Road, Morris, IL
27.68 km from city center
Book a stay at this business-friendly hotel in Morris. Enjoy free breakfast, free parking, and a 24-hour front desk. 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, Nov 13 - Sat, Nov 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 6 days ago
$73
Roundtrip
found 6 days ago
Wed, Dec 10 - Wed, Jan 21
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$142 Roundtrip, found 4 hours ago
$142
Roundtrip
found 4 hours ago
Sat, Dec 13 - Mon, Jan 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 4 hours ago
$237
Roundtrip
found 4 hours ago
Sat, Dec 13 - Mon, Jan 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 4 hours ago
$237
Roundtrip
found 4 hours ago
Wed, Dec 31 - Sat, Jan 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 6 days ago
$257
Roundtrip
found 6 days ago