Bolingbrook Holidays from AU$2,249

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Your Bolingbrook Holiday

Get ready to experience Bolingbrook on your terms with a custom Bolingbrook holiday package! Uncovering the best parts of this city is simple with a base in a neighbourhood such as Clarendon Hills, which is good for golfing, among plenty of other things. Promenade Bolingbrook, Bolingbrook Golf Club and Seven Bridges Golf Club are just some of the many sights worth visiting during your trip to Bolingbrook. A couple of clicks is all it takes to build your dream Bolingbrook holiday on Expedia.

The Latest Bolingbrook Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (2,250 reviews)
Great stay, shuttle to the airport was timely

Reviewed on 9 Aug. 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.2/10 Very Good! (2,084 reviews)
The room was comfortable and very quiet despite the proximity to the airport. I would have preferred a queen size bed, but the only available option was a double.

Reviewed on 9 Aug. 2025

Sonesta Chicago O'Hare Airport Rosemont

Sonesta Chicago O'Hare Airport Rosemont

3 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.6/10 Excellent! (1,537 reviews)
Sonesta was lovely. Easy check in. Nice room. Pillows not so great. Shuttle service was excellent as was all the staff!

Reviewed on 8 Aug. 2025

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
7.4/10 Good! (1,009 reviews)
Very very quiet slept so good Needed pool and gym and cooking for myself

Reviewed on 7 Aug. 2025

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
Clean and quiet. Great location and close to ORD

Reviewed on 6 Aug. 2025

Bolingbrook Holiday

Bolingbrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
74,300
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Rialto Square Theatre, Joliet Area Historical Museum and DuPage Childrens Museum

Our pick of the best 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 AU$242 per night from 1 Sept to 2 Sept
AU$242
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,921 reviews)
"Took water awhile to get hot for shower, and parking is ridiculously expensive. Other than that enjoyed staying at hotel"

Reviewed on 8 Aug. 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$350 per night from 21 Aug to 22 Aug
AU$350
21 Aug - 22 Aug
includes taxes & fees
8.2/10 Very Good! (1,835 reviews)
"The property if beautiful and historic. The main room is incredible. The rooms are well taken care of, you can just tell they are a little dated with a slight smell. I would definitely stay here again."

Reviewed on 8 Aug. 2025

Palmer House a Hilton Hotel
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 AU$256 per night from 24 Aug to 25 Aug
AU$256
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,358 reviews)
"Nice hotel and with easy access"

Reviewed on 6 Aug. 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,248 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Bolingbrook

Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Grant Park

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

What to do in Bolingbrook

River tour boat in Chicago

Architecture River Tour

AU$64
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

AU$69
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Bolingbrook

Frequently asked questions

How much does a Bolingbrook holiday package cost?
You can grab a holiday package to this popular destination from AU$2,249 on Expedia. However, how much your holiday to Bolingbrook costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Bolingbrook?
You can typically find reduced prices and better availability in December, January and February. Take a look at our cheap Bolingbrook holiday packages and you could get some great off-season deals.
How many days is enough for Bolingbrook?
The ideal length of your Bolingbrook holiday depends on what you'd like to do. Usually, a few days to a week will give you time to hit all the leading attractions and discover some hidden gems along the way.
Is it worth booking a holiday package to Bolingbrook?
Bolingbrook is a good holiday destination with attractions like Promenade Bolingbrook among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Bolingbrook holiday promises fun for everyone.
How to find the best Bolingbrook package deals?
Use Expedia's handy filters to help you find some tempting Bolingbrook package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Bolingbrook package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Bolingbrook holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking stays and flights individually. Better still, you can tailor your Bolingbrook escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Bolingbrook?
If you've got your Bolingbrook holiday dates locked in, book as early as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Bolingbrook?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Bolingbrook.
  2. Budget wisely: In addition to the price of your stay, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Bolingbrook.
  3. Decide your trip length: Think about how long you'd like to spend discovering Bolingbrook. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Bolingbrook holiday package.

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