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

Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was $956, price is now $621 per person
$621
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) 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.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,415, price is now $859 per person
$859
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) 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.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,169, price is now $776 per person
$776
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) 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.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,406, price is now $949 per person
$949
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) 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.

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,148, price is now $815 per person
$815
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) 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.

Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $1,090, price is now $774 per person
$774
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Book a stay at this luxury 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.
Top Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
14.43 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
15.63 km from city center
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
15.46 km from city center
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 ...

Freehand Chicago
19 East Ohio Street Chicago IL
15.1 km from city center
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
18.85 km from city center
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
15.87 km from city center
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 helpful ...

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
13.04 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...

River Hotel
75 East Wacker Drive Chicago IL
14.96 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
14.94 km from city center
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 ...

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
15.91 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...

Fairmont Chicago at Millennium Park
200 North Columbus Drive Chicago IL
15.21 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
15.07 km from city center
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...

Eurostars Magnificent Mile
660 North State Street Chicago IL
15.14 km from city center
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 ...
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.

Wed, Jul 8 - Wed, Jul 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$142 Roundtrip, found 4 days ago
$142
Roundtrip
found 4 days ago

Tue, Aug 18 - Sat, Aug 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago

Wed, Aug 19 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 17 hours ago
$197
Roundtrip
found 17 hours ago

Tue, Aug 18 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago

Wed, Sep 2 - Sat, Sep 5
LAX
Los Angeles Intl.
MDW
Midway Intl.
$236 Roundtrip, found 3 days ago
$236
Roundtrip
found 3 days ago

