
Oak Park Vacation Packages
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Your Oak Park Vacation
With one of our vacation packages to Oak Park, you'll have endless opportunities for adventure and relaxation. There's a lot to experience, including its chic vibe and rich history. Want to explore your new surroundings? United Center, Brookfield Zoo and Portage Park are just three of the leading places to visit during your trip to Oak Park. No matter your travel plans or budget, putting together the ultimate tailored Oak Park vacation is a walk in the park with Expedia.
Top Oak Park Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
Price was CA $956, price is now CA $715 per person
CA $715
per person
Sep 11 - Sep 13
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,010 reviews)
The hotel staff was great! Very friendly and accommodating. The bar staff at the casino was not great. Granted a new bartender was just coming on shift, but no one else would serve any of the guests. 4 bartenders behind the bar and 10+ guests waiting on service.....it just didn't make any since. Overall I would stay there again, just probably would not go back to the casino bar. The lounge looked nice but nobody was working that area.
Reviewed on Jul 21, 2026


Thompson Chicago, by Hyatt
Downtown Chicago
Price was CA $2,724, price is now CA $1,962 per person
CA $1,962
per person
Sep 27 - Oct 3
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,392 reviews)
The hotel is nice and the rooms are generally good, but they are not keeping up with maintenance. The plastic backboard of the bed was worn and ripped (and gross looking), and the AC was very intense and uncomfortable. Carpet and walls in halls need repair. In short, the hotel is not worth the cost.
Reviewed on Jul 20, 2026

Oak Park Hotel Deals

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is CA $267 per night from Aug 6 to Aug 7
CA $267
CA $304 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (2,878 reviews)
"My Fourth of July weekend stay was nothing short of extraordinary. From the moment I arrived, I was welcomed with an incredible level of hospitality, professionalism, and attention to detail that immediately set the tone for an unforgettable experience. Every aspect of my stay exceeded my expectations, ..."
Reviewed on Jul 22, 2026

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $255 per night from Aug 10 to Aug 11
CA $255
CA $304 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very good! (1,805 reviews)
"Still waiting to receive the $150 deposit they charged upon arrival - it's been well over a week and has yet to come back to my account."
Reviewed on Jul 22, 2026

The Wade
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $281 per night from Jul 26 to Jul 27
CA $281
CA $334 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,933 reviews)
"The king room with a view of the lake was quite spacious and perfect for our needs. The only downside was parking was quite expensive at $86/night."
Reviewed on Jul 22, 2026
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.
What to do in Oak Park

Chicago: Navy Pier Centennial Wheel Ticket
CA $35
per adult
88% of travellers recommend

Wendella's Lake and River Architecture Tour
CA $64
per adult
94% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.














