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

Holiday Inn Chicago O'Hare – Rosemont by IHG
O'Hare
Save 100% on your flight
Price was $487, price is now $330 per person
$330
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,144, price is now $578 per person
$578
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.

Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was $778, price is now $464 per person
$464
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4.5-star 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.

La Banque Hotel
Save 100% on your flight
Price was $718, price is now $458 per person
$458
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,512, price is now $966 per person
$966
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.

Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $860, price is now $572 per person
$572
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) 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

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

Freehand Chicago
19 East Ohio Street, Chicago, IL
12.96 km from city center
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
12.9 km from city center
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
13.47 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 ...

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
12.94 km from city center
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
13.23 km from city center
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...

citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
13.13 km from city center
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...

Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
13.24 km from city center
Stay at this 4-star family-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...

The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
12.43 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar ...

Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2, Chicago, IL
12.07 km from city center
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...

The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
13.16 km from city center
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...

Sable at Navy Pier Chicago, Curio Collection by Hilton
900 E Grand, Chicago, IL
14.91 km from city center
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful ...

Aloft Chicago Mag Mile
243 E. Ontario, Chicago, IL
13.49 km from city center
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar in our reviews. Popular ...
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.

Fri, Oct 24 - Thu, Nov 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 6 days ago
$132
Roundtrip
found 6 days ago

Tue, Nov 4 - Tue, Nov 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago

Thu, Dec 4 - Tue, Dec 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago

Mon, Oct 20 - Fri, Oct 31
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$252 Roundtrip, found 6 days ago
$252
Roundtrip
found 6 days ago

Sat, Jan 17 - Tue, Jan 27
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago