Bolingbrook Vacation Packages

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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.
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
Downtown Chicago
per person
Jul. 4 - Jul. 7
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,064 reviews)
Lovely Hotel and wonderful staff. Would definitely stay again. Rooms were wonderful size.

Reviewed on Apr. 30, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 10 - Jul. 13
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,605 reviews)
TV did not work. Was told that it was a problem with the system for everyone and would be fixed in 10 minutes. An hour later I called again and was told the engineer would come to our room next. The engineer never came. No follow up from anyone else. The TV did not work until the next day.

Reviewed on Apr. 29, 2025

Dorothy's

Dorothy's

3 out of 5
Lakeview
Save 100% on your flight
per person
Jul. 24 - Jul. 28
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.4/10 Very Good! (24 reviews)
Parking is difficult. Closest designated spot was 2 blocks away. Booking was easy enough but communication between site and accommodation was inefficient. Email was not passed on for final access instructions to unmanned accommodation site. The finalisation process did not allow for visitors with International phone numbers to be contacted directly either. Login does not accept driver's licence picture.

Reviewed on Apr. 28, 2025

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
per person
Jul. 4 - Jul. 7
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
Great property in Chicago. Quiet rooms

Reviewed on Apr. 28, 2025

Ready to book your vacation to Bolingbrook?

 

Choose your dates

Bolingbrook Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from May 27 to May 28
CA $165
CA $193 total
includes taxes & fees
May 27 - May 28
7.8/10 Good! (8,715 reviews)
"Really nice hotel next to millennium park."

Reviewed on Apr. 28, 2025

Congress Plaza Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago Loop
4 out of 5
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from May 11 to May 12
CA $235
CA $320 total
includes taxes & fees
May 11 - May 12
8.8/10 Excellent! (1,677 reviews)
"Great location"

Reviewed on Apr. 28, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is CA $152 per night from May 26 to May 27
CA $152
CA $179 total
includes taxes & fees
May 26 - May 27
8.8/10 Excellent! (1,002 reviews)
"Great stay."

Reviewed on Apr. 28, 2025

Crowne Plaza Chicago West Loop by IHG
See all 3,861 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Bolingbrook vacation package cost?
You can snap up a vacation package to this destination from CA $606 on Expedia. However, how much your vacation to Bolingbrook costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Bolingbrook?
If you’re looking to snag a cheap Bolingbrook vacation package, consider travelling in December, January and February. You’ll usually find better rates on hotels and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Bolingbrook?
The ideal length for your Bolingbrook vacation depends on what you’d like to see. Usually, a handful of days to a week will give you enough time to tick off all the major sights and discover some hidden spots along the way.
Is it worth booking a vacation package to Bolingbrook?
Bolingbrook is a good vacation destination with attractions like Promenade Bolingbrook among the many things to keep you busy. Whether you’re travelling with the family or planning a trip with friends, a Bolingbrook vacation promises a good time for everyone.
How to find the best Bolingbrook package deals?
Start your search for a Bolingbrook package deal by entering your destination and preferred travel dates under our “Packages” tab. Then add some filters, like “Popular locations” and “Amenities,” to tailor the results to your exact needs. You can also sort by “Package discount” and browse offers that come with irresistible savings. If you don’t find the perfect Bolingbrook package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bolingbrook escape off to a flying start.
Is it cheaper to book a Bolingbrook vacation as a package?
You can enjoy significant savings on your Bolingbrook retreat by booking a tailored vacation package. Check the “Package” heading, then select your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Bolingbrook?
Score incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Bolingbrook trip.
How to plan a trip to Bolingbrook?

  1. Pick your travel dates: What you want to do in Bolingbrook and your preferred season can help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will probably be the largest expense during your trip to Bolingbrook.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you want to experience in Bolingbrook. Then, estimate how long you’ll need for each, along with any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that’s left now is to choose a Bolingbrook vacation package that brings all your bookings together.

Discover the most popular places to visit in Bolingbrook

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Six Flags Great America featuring rides

Six Flags Great America

4.5/5(5 reviews)

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

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.

Michigan Avenue

What to do in Bolingbrook

Flyover in Chicago

Flyover in Chicago

CA $53
per adult
98% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

CA $67
per adult
94% of travellers recommend
Architecture River Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

CA $62
per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Bolingbrook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.