Name: Hilton Chicago/Magnificent Mile Suites
Price range: CA $239
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.

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

CA $784

per person

Sep 11 - Sep 14

found 6 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

Hotel Felix River North/Magnificent Mile

Downtown Chicago

CA $1,096

per person

Aug 3 - Aug 8

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Chicago (ORD)

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

Our room this time was more cozy (re: small). Bathroom was efficient (re: cramped). I would guess they took a suite and made an extra room of it. Staff was great, hotel clean. Just a bad draw in the room - we arrived late.

Reviewed on Jun 27, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $2,125

per person

Aug 3 - Aug 8

found 1 day 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

The Emily Hotel

Downtown Chicago

CA $1,132

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,330 reviews)

Great location, great space in the rooms!!

Reviewed on Jun 21, 2026

Ready to book your vacation to Oak Park?

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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! (10,135 reviews)

"The Congress was my number #1 place for 30 years. It's an older hotel and shows. Doors in my suite don't close or lock correctly. The room wasn't cleaned when requested so my travel mate could make bets if the room was serviced or not by the time we returned. Not even when I called House keeping. ..."

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 $239

CA $284 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.