
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 $1,474, price is now $925 per person
$925
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Raleigh (RDU) 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
Save 100% on your flight
Price was $2,072, price is now $1,103 per person
$1,103
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Raleigh (RDU) 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.

Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $2,653, price is now $1,541 per person
$1,541
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Raleigh (RDU) 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 – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,954, price is now $1,225 per person
$1,225
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Chicago (ORD)
Book a stay at this 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.

Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,517, price is now $1,007 per person
$1,007
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Raleigh (RDU) 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.
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 ...

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 ...

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
12.9 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 ...

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 ...

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 ...

Eurostars Magnificent Mile
660 North State Street Chicago IL
12.89 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 ...

Hilton Chicago
720 S Michigan Ave Chicago IL
13.21 km from city center
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...

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

Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
13.32 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

The Wade
644 N Lake Shore Dr Chicago IL
13.96 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...

The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
13.06 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 restaurant ...

Courtyard by Marriott Chicago Magnificent Mile
165 East Ontario Street Chicago IL
13.35 km from city center
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 ...

Swissotel - Chicago
323 E Wacker Dr Chicago IL
13.59 km from city center
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 ...
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.

Tue, Apr 28 - Sat, May 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$128 Roundtrip, found 13 hours ago
$128
Roundtrip
found 13 hours ago

Wed, Apr 29 - Tue, May 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$160 Roundtrip, found 13 hours ago
$160
Roundtrip
found 13 hours ago

Tue, Apr 7 - Tue, Apr 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$277 Roundtrip, found 3 hours ago
$277
Roundtrip
found 3 hours ago

Tue, Apr 7 - Tue, Apr 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$277 Roundtrip, found 3 hours ago
$277
Roundtrip
found 3 hours ago

Tue, Apr 7 - Tue, Apr 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$297 Roundtrip, found 3 hours ago
$297
Roundtrip
found 3 hours ago

