Name: Hyatt Regency O'Hare Chicago
Price range: CA $189
Rating: 8.8

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.

Level Chicago - River North

Downtown Chicago

CA $1,025

per person

Aug 27 - Aug 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,019 reviews)

I loved how simple and easy it was to access everything.

Reviewed on Jun 16, 2026

Pendry Chicago

Downtown Chicago

CA $1,230

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (1,127 reviews)

Beautiful hotel. Very clean which is very important to me. Couldn’t have asked for a more perfect location. Food and drink prices at the restaurant/bar were high. Other than that, would highly recommend.

Reviewed on Jun 16, 2026

Level Chicago – Old Town

Downtown Chicago

CA $1,396

per person

Sep 2 - Sep 6

found 3 hours ago

Roundtrip flight included

Calgary (YYC) to Chicago (ORD)

9/10 Wonderful! (484 reviews)

We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.

Reviewed on Jun 11, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $1,896

per person

Aug 24 - Aug 28

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (493 reviews)

If you drive, it’s very close to everything pretty much. It’s clean and nice to stay with family. Parking is a little expensive but that applies to most of Chicago area.

Reviewed on Jun 14, 2026

The Emily Hotel

Downtown Chicago

CA $1,755

per person

Aug 1 - Aug 5

found 24 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (1,325 reviews)

The staff was great. The room was nice but I would have preferred more towels. The remote in our room wasn’t working fully as well as the steamer in the room. Otherwise, it is a good hotel but would not recommend for families.

Reviewed on Jun 15, 2026

Ready to book your vacation to Oak Park?

Choose your dates

Oak Park Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

CA $191

CA $227 total

Jun 30 - Jul 1

includes taxes & fees

8/10 Very Good! (10,292 reviews)

"I understand that this is a historic property built in 1893 and it definitely has that charm, but the upkeep and amenities were surprisingly lacking. My curtains didn't close in my room, the paint in stairwells was peeling off the walls and the shower head and shower curtain hooks were cheap plastic. ..."

Reviewed on Jun 16, 2026

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Fully refundableReserve now, pay when you stay

CA $223

CA $266 total

Jul 1 - Jul 2

includes taxes & fees

7.8/10 Good! (1,595 reviews)

"Amazing food, and drinks on the rooftop with an amazing view"

Reviewed on Jun 16, 2026

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Fully refundableReserve now, pay when you stay

CA $189

CA $216 total

Jun 28 - Jun 29

includes taxes & fees

8.8/10 Excellent! (2,679 reviews)

"I"

Reviewed on Jun 16, 2026

See all 4,984 properties in Oak Park

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.