Name: Hyatt Regency O'Hare Chicago
Price range: CA $222
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 $1,040

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

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

The front foyer had beautiful glass bulbs that were very dusty and dirty. Not a good first impression Housekeeping or room service could have been disclosed for 4 nights garbage build up Also notice we had no bathroom hooks to hang wet towels just one towel bar. Bed was comfortable and linens were fine. Oh and, $8 bottle of Voss water in room no cups in room or bathroom. Microwave breakfast 😑

Reviewed on Jun 15, 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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $1,367

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) 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

Level Chicago – Old Town

Downtown Chicago

CA $1,396

per person

Sep 2 - Sep 6

found 22 hours ago

Roundtrip flight included

Calgary (YYC) 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

The Emily Hotel

Downtown Chicago

CA $1,755

per person

Aug 1 - Aug 5

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (1,327 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 29 - Jun 30

includes taxes & fees

8/10 Very Good! (10,295 reviews)

"Have to pay for parking plus the ac barely works"

Reviewed on Jun 17, 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! (1,585 reviews)

"Right by mag mile"

Reviewed on Jun 17, 2026

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Fully refundableReserve now, pay when you stay

CA $222

CA $254 total

Jun 28 - Jun 29

includes taxes & fees

8.8/10 Excellent! (2,684 reviews)

"Great place to stay!"

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.