Name: Hilton Chicago
Price range: CA $277
Rating: 8.6

Your Gary Vacation

From its rich history to its cultural experiences and beyond, there's loads to love about Gary. Discover the wonders of this interesting city with a Gary vacation package that's customized for you. Hard Rock Casino Northern Indiana, Ameristar Casino East Chicago and Indiana University Northwest are just some of the many sights worth visiting during your trip to Gary. A few quick clicks is all it takes to build the perfect Gary vacation on Expedia.

Top Gary Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Omni Chicago Hotel

Downtown Chicago

CA $855

per person

Aug 3 - Aug 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,813 reviews)

very clean and friendly staff

Reviewed on Jun 18, 2026

Level Chicago - River North

Downtown Chicago

CA $1,251

per person

Jul 28 - Jul 31

found 5 hours 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

Hotel Felix River North/Magnificent Mile

Downtown Chicago

CA $913

per person

Sep 10 - Sep 14

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

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

No drinking glasses in my room. No pen/pencil and paper

Reviewed on Jun 22, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $1,412

per person

Jul 24 - Jul 28

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (498 reviews)

The place was serene,close proximity to Fulton market and had amazing views

Reviewed on Jun 22, 2026

Hampton Inn & Suites Chicago Medical District UIC

Near West Side

CA $958

per person

Sep 14 - Sep 17

found 7 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Chicago (ORD)

9.6/10 Exceptional! (622 reviews)

The room was very clean and the service was excellent.

Reviewed on Jun 20, 2026

Ready to book your vacation to Gary?

Choose your dates

Gary Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

CA $193

CA $229 total

Jun 29 - Jun 30

includes taxes & fees

8/10 Very Good! (10,163 reviews)

"The room was very clean and the staff were fantastic! I would recommend this hotel to anyone it was close to all the public transit stations"

Reviewed on Jun 22, 2026

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

Fully refundableReserve now, pay when you stay

CA $174

CA $207 total

Jul 5 - Jul 6

includes taxes & fees

7.6/10 Good! (2,637 reviews)

"The Wyndam in Chicago is a budget hotel with limited amenities. I'll do in a pinch, but there are a lot of better hotels in the area."

Reviewed on Jun 22, 2026

Hilton Chicago

720 S Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

CA $277

CA $371 total

Jun 30 - Jul 1

includes taxes & fees

8.6/10 Excellent! (2,887 reviews)

"Everything was great, except check in. The line was very long and not enough people working behind the desk to get people checked in. Also, the property restaurants and surrounding area food, etc. is very expensive to what we are used to paying (attended the Morgan Wallen concert in Chicago on 6/20 ..."

Reviewed on Jun 22, 2026

See all 1,715 properties in Gary

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.