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.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

CA $833

per person

Aug 25 - Aug 28

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.2/10 Very Good! (2,779 reviews)

the only issue i had it was that they didn’t do room service in the room, no new towels , no toilet paper and stuff like that

Reviewed on Jun 12, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $1,261

per person

Sep 3 - Sep 7

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (491 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

Level Chicago – Old Town

Downtown Chicago

CA $1,402

per person

Aug 20 - Aug 24

found 1 day 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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $2,419

per person

Jul 29 - Aug 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,535 reviews)

The hotel was wonderful. Everything was extremely clean, the entire staff was very friendly, and the service was exceptional. We had the best experience

Reviewed on Jun 14, 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 29 - Jun 30

includes taxes & fees

8/10 Very Good! (10,269 reviews)

"The stay was great! It’s more of a historic hotel vibe. Spent a lot of time waiting on the elevator only one was working. Room was clean and bed was comfy. Tv in the room is from like the early 2000’s. But we didn’t spend much time in the room do that was oaky. I am always a little disappointed when ..."

Reviewed on Jun 14, 2026

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Fully refundable

CA $202

CA $240 total

Jun 30 - Jul 1

includes taxes & fees

7.8/10 Good! (1,581 reviews)

"Very nice hotel and staff. Great location and great for a staycation or long stays."

Reviewed on Jun 14, 2026

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Fully refundableReserve now, pay when you stay

CA $189

CA $215 total

Jun 28 - Jun 29

includes taxes & fees

8.8/10 Excellent! (2,669 reviews)

"The hotel itself is nice staff friendly but beware of parking costs and expensive breakfast buffet. Would stay again."

Reviewed on Jun 14, 2026

See all 4,943 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.