Name: Hyatt Regency O'Hare Chicago
Price range: CA $191
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.

The Emily Hotel

Downtown Chicago

CA $921

per person

Aug 24 - Aug 27

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,327 reviews)

We stayed at this hotel for a small wedding venue. I booked the larger room and was glad I did. The hotel was close for walking to restaurants and some bars. The front desk was very friendly and helpful.

Reviewed on Jun 19, 2026

Level Chicago – Old Town

Downtown Chicago

CA $1,337

per person

Sep 2 - Sep 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (489 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 - River North

Downtown Chicago

CA $1,262

per person

Aug 27 - Aug 31

found 13 hours 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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $1,667

per person

Jul 31 - Aug 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,535 reviews)

Great location and food court in area. Great for family fun

Reviewed on Jun 17, 2026

Pendry Chicago

Downtown Chicago

CA $1,138

per person

Aug 6 - Aug 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,127 reviews)

We were celebrating an anniversary. We had a greay stay. It was close to all the shopping and restaurants, staff were great and helpful. We will be back again!

Reviewed on Jun 18, 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 $193

CA $229 total

Jun 29 - Jun 30

includes taxes & fees

8/10 Very Good! (10,130 reviews)

"The facilities are very old, and there is a musty smell in the room."

Reviewed on Jun 18, 2026

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Fully refundable

CA $193

CA $229 total

Jun 28 - Jun 29

includes taxes & fees

7.8/10 Good! (1,595 reviews)

"seems like we are visiting every other month to meet up with friends. We have already recommended this hotel many times and will definitely be staying again."

Reviewed on Jun 19, 2026

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Fully refundableReserve now, pay when you stay

CA $191

CA $218 total

Jun 28 - Jun 29

includes taxes & fees

8.8/10 Excellent! (2,669 reviews)

"Hotel main trash service pickup was directly below my room window and was extremely loud when unloading and loading rolloff dumpsters at 4am. No way to sleep through the noise. Shuttle service was very good to and from the airport. Toilet clogged after one use with no plunger available. Remodeling ..."

Reviewed on Jun 17, 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.