
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.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,110, price is now $615 per person
$615
per person
Aug 5 - Aug 11
found 22 hours ago
Roundtrip flight included
Orlando (MCO) 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
Price was $1,520, price is now $768 per person
$768
per person
Aug 5 - Aug 11
found 22 hours ago
Roundtrip flight included
Orlando (MCO) 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.

Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,882, price is now $1,043 per person
$1,043
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $2,798, price is now $1,641 per person
$1,641
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $2,480, price is now $1,457 per person
$1,457
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. 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 $2,136, price is now $1,276 per person
$1,276
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this 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.
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 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
13.37 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 ...

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
12.43 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 ...

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
14.37 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
13.07 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 ...

Freehand Chicago
19 East Ohio Street Chicago IL
12.96 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. ...

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
12.63 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 ...

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
13.31 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 ...

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
11.3 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 ...

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
13.24 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
13.48 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 ...

River Hotel
75 East Wacker Drive Chicago IL
13.07 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 ...

Fairmont Chicago at Millennium Park
200 North Columbus Drive Chicago IL
13.45 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 ...
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, Aug 19 - Sat, Sep 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 2 days ago
$130
Roundtrip
found 2 days ago

Tue, Aug 18 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$150 Roundtrip, found 3 hours ago
$150
Roundtrip
found 3 hours ago

Tue, Aug 18 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 3 hours ago
$154
Roundtrip
found 3 hours ago

Tue, Aug 18 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 3 hours ago
$189
Roundtrip
found 3 hours ago

Tue, Aug 25 - Tue, Sep 8
LAX
Los Angeles Intl.
MDW
Midway Intl.
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago

