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 Saint Clair- Magnificent Mile

Downtown Chicago

CA $979

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.4/10 Very Good! (1,966 reviews)

Very clean room and the staff was kind. Room had a mini fridge, microwave, coffee maker. Just what we needed for one night of stay. Lovely it was right in the city too so we could walk around.

Reviewed on Jun 13, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $1,846

per person

Aug 28 - Sep 1

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) 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

The Emily Hotel

Downtown Chicago

CA $1,199

per person

Aug 11 - Aug 14

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (1,325 reviews)

Rooftop Movie theater looked fun during the daytime, but wasn’t committed enough to buy a ticket after sunset. Rooms were fine. Coffee shop was short-staffed the day I was there - to the point I gave up and moved on. The staff I ran into in the hotel from housekeeping to front desk to bell staff were all universally pleasant and helpful. Location was great - convenient to the show I was attending at the Cobra Lounge and to a pretty decent variety of decent looking food options. Don’t miss the Hubbard St viaducts on your morning walk.

Reviewed on Jun 8, 2026

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

CA $1,030

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (2,021 reviews)

Overall it was good for the price. Good location and friendly staff. However the washer/dryer was an issue. Two washers but only one was working. You guys need to invest in this amenity.

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! (10,281 reviews)

"Wish had one more full size towel."

Reviewed on Jun 15, 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! (1,588 reviews)

"Older property but locations is great! One block from miracle mile. Rooftop bar was great. Staff wonderful! Had a fitness center that I didn’t use but it was quite large with lots of equipment. The breakfast buffet was adequate but not spectacular. The bus stop is one block from hotel and runs frequently ..."

Reviewed on Jun 15, 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 29 - Jun 30

includes taxes & fees

8.8/10 Excellent! (2,671 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 4,942 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.