Name: Hilton Chicago/Magnificent Mile Suites
Price range: CA $208
Rating: 9

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.

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

CA $784

per person

Sep 11 - Sep 14

found 13 hours ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

8.6/10 Excellent! (1,024 reviews)

Clean large room. Friendly helpful staff. Garage parking with covered bridge to hotel and casino. Highly recommend.

Reviewed on Jun 25, 2026

Level Chicago – Old Town

Downtown Chicago

CA $2,437

per person

Sep 12 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9/10 Wonderful! (495 reviews)

Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well

Reviewed on Jun 26, 2026

Pendry Chicago

Downtown Chicago

CA $1,141

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,134 reviews)

Hotel is phenomenal and location is beyond.

Reviewed on Jun 26, 2026

Level Chicago - River North

Downtown Chicago

CA $1,100

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,034 reviews)

Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.

Reviewed on Jun 19, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $983

per person

Aug 30 - Sep 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (504 reviews)

Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!

Reviewed on Jun 25, 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 $194

CA $230 total

Jun 30 - Jul 1

includes taxes & fees

8/10 Very good! (10,140 reviews)

"4 days of a cold shower and a broken bed. I will never stay here again and I suggest that anyone thinking about staying here to look elsewhere. Bathrooms were severely outdated."

Reviewed on Jun 27, 2026

Omni Chicago Hotel

676 N Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

CA $217

CA $305 total

Jul 5 - Jul 6

includes taxes & fees

9.2/10 Wonderful! (1,828 reviews)

"Best location on Michigan Avenue"

Reviewed on Jun 27, 2026

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Fully refundableReserve now, pay when you stay

CA $208

CA $248 total

Jul 6 - Jul 7

includes taxes & fees

9/10 Wonderful! (4,467 reviews)

"The housekeeper was always so friendly and did such a great job. Honestly, all the staff was fantastic and so helpful."

Reviewed on Jun 27, 2026

See all 5,019 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.