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.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $921, price is now $584 per person
$584
per person
Sep 21 - Sep 25
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
Stay at this 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.
Good location
Reviewed on Aug 5, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,272, price is now $1,255 per person
$1,255
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Houston (HOU) 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.
N/A
Reviewed on Aug 5, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,890, price is now $1,133 per person
$1,133
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Great staff, great place!
Reviewed on Aug 5, 2026
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,463, price is now $998 per person
$998
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Houston (HOU) 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.
Great location. Needs a little bit of updating in terms of facilities
Reviewed on Aug 5, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,440, price is now $985 per person
$985
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Houston (HOU) 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.
Great rescpatio
Reviewed on Aug 5, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,618, price is now $1,126 per person
$1,126
per person
Sep 21 - Sep 25
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Shams who works at the front desk is wonderful! He is very courteous and helpful. He made a great hotel even better through his service which I feel is missing nowadays. The hotel itself is in a great location, has fast elevators, great food, plus clean and well decorated rooms.
Reviewed on Aug 5, 2026
Top Hotel Deals
Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
30.09 km from city center
Book a stay at this 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 ...
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 ...
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 comfy rooms ...
Super 8 by Wyndham Yorkville
1510 A North Bridge St Yorkville IL
30.76 km from city center
Book a stay at this business-friendly motel in Yorkville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
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 ...
Holiday Inn Express & Suites Yorkville by IHG
577 E KENDALL DRIVE Yorkville IL
30.72 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 ...
Quality Inn & Suites Mendota near I-39
1307 Kailash Dr Mendota IL
28.77 km from city center
Stay at this hotel in Mendota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tri-County ...
The Montcler Hotel - Redberri Luxury Collection
3300 Drew Ave Sandwich IL
22.48 km from city center
Book a stay at this business-friendly hotel in Sandwich. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cedardell Golf Club and Richard ...
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. ...
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 ...
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 ...
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 ...
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, Sep 5 - Sun, Sep 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$178 Roundtrip, found 3 days ago
$178
Roundtrip
found 3 days ago
Sun, Sep 13 - Sat, Sep 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Wed, Sep 16 - Sun, Sep 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Wed, Sep 16 - Sun, Sep 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Wed, Sep 16 - Sun, Sep 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$346 Roundtrip, found 2 days ago
$346
Roundtrip
found 2 days ago