Name: Hilton Chicago
Price range: CA $179
Rating: 8.6

Your Bolingbrook Vacation

Put together a custom vacation package to Bolingbrook and get ready to experience this interesting city on your own terms. Think about spending some time in the neighborhood of Clarendon Hills, which is great for golfing and lots more. Want to explore your new surroundings? Promenade Bolingbrook, Bolingbrook Golf Club and Seven Bridges Golf Club are just three of the most popular places to visit during a trip to Bolingbrook. A couple of clicks is all it takes to build a tailor-made Bolingbrook vacation on Expedia.

Top Bolingbrook Vacation Deals

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

Hotel Riu Plaza Chicago

Downtown Chicago

CA $1,451

per person

Jun 4 - Jun 8

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Chicago (ORD)

9.4/10 Exceptional! (3,495 reviews)

Breakfast was so good!! Very friendly staff !!! Clean !!

Reviewed on Mar 24, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $1,510

per person

Jun 4 - Jun 8

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Chicago (ORD)

9.4/10 Exceptional! (2,401 reviews)

Rooms are nice, great view, valet parking is great

Reviewed on Mar 24, 2026

The Wade

Downtown Chicago

CA $1,573

per person

Jun 3 - Jun 8

found 2 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.4/10 Very Good! (1,719 reviews)

The entire hotel was a 10/10. Would definitely recommend. Also the bartender KERRY in the restaurant of the hotel was perfect, very nice, personable, and made our stay even better!!!

Reviewed on Mar 23, 2026

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

CA $1,474

per person

Jun 4 - Jun 8

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Chicago (ORD)

9.4/10 Exceptional! (1,021 reviews)

I would have rated all 5 star but the restaurant Atwood was closed and we weren’t notified in time to change plans! The staff and (Mr.Brown ) were extremely accommodating! It was my bday and they decorated our room with all sorts of goodies including a hand made stuffed wash cloth doggie! Our housekeeper was amazing too! The room decor is such fun and extremely clean! The only drawback is the rooms are very small and some not configured well! All and all it’s a wonderful place to experience!!!!🍍

Reviewed on Mar 18, 2026

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Bolingbrook Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

CA $159

CA $187 total

Apr 1 - Apr 2

includes taxes & fees

8/10 Very Good! (10,011 reviews)

The room was clean and well maintained. A little dated but that’s ok. Staff were friendly and helpful, though finding the concierge to store luggage was a bit confusing due to lack of direction on where to go. The location of the hotel is convenient, especially for my purpose in the city, however ...

Reviewed on Mar 24, 2026

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Fully refundableReserve now, pay when you stay

CA $314

CA $368 total

Apr 24 - Apr 25

includes taxes & fees

8.4/10 Very Good! (2,235 reviews)

N/A

Reviewed on Mar 24, 2026

Hilton Chicago

720 S Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

CA $179

CA $250 total

Apr 1 - Apr 2

includes taxes & fees

8.6/10 Excellent! (2,708 reviews)

We love staying here

Reviewed on Mar 24, 2026

See all 4,341 properties in Bolingbrook

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.

Discover the most popular places to visit in Bolingbrook

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

What to do in Bolingbrook

360 CHICAGO Observation Deck

CA $36

per adult

86% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour

CA $55

per adult

94% of travellers recommend

Flyover in Chicago

CA $52

per adult

98% of travellers recommend

See all activities in Bolingbrook

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Bolingbrook Vacation Packages

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Your Bolingbrook Vacation

Top Bolingbrook Vacation Deals

Hotel Riu Plaza Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

Staypineapple, An Iconic Hotel, The Loop

Ready to book your vacation to Bolingbrook?

Bolingbrook Hotel Deals

Congress Plaza Hotel

Hilton Chicago O'Hare Airport

Hilton Chicago

Discover the most popular places to visit in Bolingbrook

Wrigley Field

Michigan Avenue

Naval Base Great Lakes

What to do in Bolingbrook

360 CHICAGO Observation Deck

Wendella's 90-min Chicago River Architecture Tour

Flyover in Chicago

Explore a world of travel with Expedia

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