Name: Hilton Chicago/Magnificent Mile Suites
Price range: CA $234
Rating: 9

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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 $667

per person

Sep 2 - Sep 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.2/10 Very good! (2,767 reviews)

Clean rooms and comfortable beds but the windows were a little thin that you could hear everything outside.

Reviewed on Jun 27, 2026

Level Chicago – Old Town

Downtown Chicago

CA $2,437

per person

Sep 12 - Sep 18

found 17 hours 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

The Talbott, Autograph Collection

Downtown Chicago

CA $793

per person

Sep 2 - Sep 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (126 reviews)

Always a pleasure and a great location

Reviewed on Jun 24, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $2,125

per person

Aug 3 - Aug 8

found 20 hours ago

Roundtrip flight included

Hamilton (YHM) 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

Level Chicago - River North

Downtown Chicago

CA $887

per person

Sep 5 - Sep 7

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

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 29 - Jun 30

includes taxes & fees

8/10 Very good! (10,133 reviews)

"The hotel is a bit run down, but my room was very clean. The breakfast was good, although it is not included, and for some reason I thought it was. The receptionist was amazing. She was very kind and allowed me to check in early, which I really appreciated. The location is also excellent. I’m giving ..."

Reviewed on Jun 26, 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! (1,826 reviews)

"Room clean and bed comfortable"

Reviewed on Jun 27, 2026

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Fully refundableReserve now, pay when you stay

CA $234

CA $278 total

Jul 5 - Jul 6

includes taxes & fees

9/10 Wonderful! (4,464 reviews)

"Location was great. Everything at the hotel from checkin to chef out was very smooth."

Reviewed on Jun 26, 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.