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.
Pacific View Inn
Pacific Beach
Price was $1,007, price is now $735 per person
$735
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Book a stay at this beach hotel in San Diego. Enjoy free WiFi, a beach locale, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mission Beach and Mission Bay are located nearby.
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $1,253, price is now $802 per person
$802
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Stay at this hotel in San Diego. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
Great location next to many great restaurants
Reviewed on Oct 25, 2026
Gaslamp Plaza Suites
Downtown San Diego
Save 100% on your flight
Price was $1,259, price is now $856 per person
$856
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Stay at this hotel in San Diego. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
We arrived early and the room was already ready. We were actually upgraded. Overall great experience
Reviewed on Oct 26, 2026
The Guild Hotel, San Diego Downtown, a Marriott Tribute Portfolio Hotel
Downtown San Diego
Save 100% on your flight
Price was $1,450, price is now $988 per person
$988
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Book a stay at this business-friendly hotel in San Diego. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Diego and Petco Park are located nearby.
Paradise Point Resort & Spa
Mission Bay
Save 100% on your flight
Price was $1,262, price is now $873 per person
$873
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Book a stay at this beach resort in San Diego. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Mission Bay and Mission Beach are located nearby.
El Cordova Hotel on Coronado Island
Historic Downtown Coronado
Save 100% on your flight
Price was $1,618, price is now $1,146 per person
$1,146
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Stay at this hotel in Coronado. Enjoy 2 restaurants, 2 bars/lounges, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
What I’ve learned is that hotels will reserve a room for bookings made through a 3rd party. And these rooms are heavily used and sometimes in disrepair, as mine was. I complained and they changed my room to one in good condition. But this experience left a bad taste in my mouth. This experience is not unique to hotels.com or El Cordova. I usually try to book direct for this reason. But other circumstances led me to use hotels.com this time.
Reviewed on Oct 25, 2026
Top Hotel Deals
Hotel Angeleno
170 N Church Lane Los Angeles CA
29.55 km from city center
Book a stay at this boutique hotel in Los Angeles. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
The Huntley Hotel
1111 2nd St Santa Monica CA
29.98 km from city center
Book a stay at this luxury hotel in Santa Monica. Enjoy breakfast (surcharge), a free area shuttle, and room service. Our guests praise the restaurant and the ...
Hyatt Centric Delfina Santa Monica
530 Pico Blvd Santa Monica CA
31.68 km from city center
Book a stay at this business-friendly hotel in Santa Monica. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Grand Vista Hotel
999 Enchanted Way Simi Valley CA
11.73 km from city center
Book a stay at this business-friendly hotel in Simi Valley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Best Western Plus Carriage Inn
5525 Sepulveda Blvd Van Nuys CA
27.28 km from city center
Book a stay at this business-friendly hotel in Van Nuys. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Fairmont Miramar Hotel
101 Wilshire Blvd Santa Monica CA
29.99 km from city center
Book a stay at this luxury hotel in Santa Monica. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
The Anza - A Calabasas Hotel
23627 Calabasas Rd Calabasas CA
11.38 km from city center
Book a stay at this business-friendly hotel in Calabasas. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Palm Garden Hotel
495 N Ventu Park Rd Thousand Oaks CA
13.74 km from city center
Book a stay at this business-friendly hotel in Thousand Oaks. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the ...
Good Nite Inn - Calabasas
26557 Agoura Rd Agoura Hills CA
6.82 km from city center
Stay at this motel in Agoura Hills. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. ...
The Pierside Santa Monica
120 Colorado Avenue Santa Monica CA
30.96 km from city center
Book a stay at this beach hotel in Santa Monica. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
The Sojourn Los Angeles - Sherman Oaks
15485 Ventura Blvd. Sherman Oaks CA
26.96 km from city center
Stay at this hotel in Sherman Oaks. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
Hilton Santa Monica Hotel & Suites
1707 4th St Santa Monica CA
31.35 km from city center
Book a stay at this beach hotel in Santa Monica. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff ...
Good Nite Inn Camarillo
1100 Ventura Blvd Camarillo CA
27.28 km from city center
Stay at this motel in Camarillo. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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, Feb 3 - Wed, Feb 10
SFO
San Francisco Intl.
LAX
Los Angeles Intl.
$70 Roundtrip, found 3 days ago
$70
Roundtrip
found 3 days ago
Wed, Feb 3 - Sat, Feb 13
SFO
San Francisco Intl.
LAX
Los Angeles Intl.
$99 Roundtrip, found 3 days ago
$99
Roundtrip
found 3 days ago
Sat, Feb 6 - Mon, Feb 8
SFO
San Francisco Intl.
BUR
Hollywood Burbank
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Tue, Nov 17 - Tue, Nov 24
SEA
Seattle - Tacoma Intl.
BUR
Hollywood Burbank
$201 Roundtrip, found 5 days ago
$201
Roundtrip
found 5 days ago
Mon, Nov 16 - Tue, Dec 1
PAE
Seattle Paine Field Intl. Airport
LAX
Los Angeles Intl.
$238 Roundtrip, found 5 days ago
$238
Roundtrip
found 5 days ago