Bolingbrook Holidays from £855

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Your Bolingbrook Holiday

Put together a custom holiday package to Bolingbrook and get ready to experience this interesting city on your own terms. Think about spending some time in the neighbourhood 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 holiday on Expedia.

The Latest Bolingbrook Holiday Deals

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

Claridge House

4 out of 5
Downtown Chicago
per person
27 Aug - 3 Sept
found 4 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (1,244 reviews)
This tree lined street was cute and safe. The coffee at the bar was wonderful. No need to go anywhere else for coffee. The lobby was quaint and the rooms were clean with a comfortable bed

Reviewed on 7 Jun 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
per person
31 Aug - 7 Sept
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Beautiful hotel in a great location.

Reviewed on 13 Jun 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
8 Sept - 13 Sept
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
The customer service was top notch, everyone went above and beyond to make my stay an exceptional experience!! 5 Stars All around!!

Reviewed on 10 Jun 2025

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Aug - 3 Sept
found 4 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,034 reviews)
Very accommodating. All the staff were amazing! We will be back.

Reviewed on 15 Jun 2025

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop

4 out of 5
Downtown Chicago
per person
31 Aug - 7 Sept
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,187 reviews)
Great location, newly renovated.

Reviewed on 14 Jun 2025

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Downtown Chicago
per person
31 Aug - 7 Sept
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.6/10 Excellent! (1,862 reviews)
¡Excelente experiencia! Desde el momento en que llegamos, el servicio fue impecable. Las habitaciones estaban súper limpias, cómodas y con una hermosa vista. El personal fue muy amable y siempre dispuesto a ayudar. Las áreas comunes estaban bien cuidadas y el desayuno estuvo delicioso. Definitivamente volveríamos. ¡Muy recomendado!

Reviewed on 15 Jun 2025

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
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (8,855 reviews)
"All was good especially the view, but the large crack between adjoining rooms caused easy noise transfer and didn't feel very private."

Reviewed on 12 Jun 2025

Congress Plaza Hotel
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,759 reviews)
"Good location, clean and have coffee, tea and banana in the morning."

Reviewed on 11 Jun 2025

Hotel Felix River North/Magnificent Mile
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2 out of 5
65 E Harrison St, Chicago, IL
Stay at this hotel in Chicago. Enjoy free Wi-Fi, a 24-hour front desk and daily housekeeping. Our guests praise the helpful staff and the clean rooms in their ...
7/10 Good! (2,208 reviews)
"Great location, safe area, security guard and old school but modern hotel. Very spacious room. Only downfall outside the window you can hear the CTA but nothing an eye mask and ear plugs fix that."

Reviewed on 14 Jun 2025

Travelodge by Wyndham Downtown Chicago
See all 4,064 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Bolingbrook holiday with Expedia?
Choose Expedia to organise your next big adventure easily and all in the same place. Our top tip for bagging a great deal on a Bolingbrook retreat? Bundle your flights, hotel and/or car hire into a package holiday. Then add some exciting tours and activities. Many bookings also have flexible cancellation policies, so there’s no need to worry if you have to switch up your travel agenda. Round-the-clock help with making changes to your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Bolingbrook?
March, April and June are the busiest months in Bolingbrook, while January, September and December are generally a lot quieter. To give you an idea of what type of weather you can experience, the daytime average temperature in January, the coolest month in Bolingbrook, is -4ºC. The warmest period here is July, when temperatures reach around 23ºC.
What is the top hotel for my holiday in Bolingbrook?
Unwind in Bolingbrook by choosing LondonHouse Chicago, Curio Collection by Hilton as your home-away-from-home and gateway to exploration and adventure.
How do I get a cheap holiday to Bolingbrook?
Browse and book everything all in one place with our Bolingbrook holidays. You’ll find bargains on flights, hotels and more that’ll keep your travel budget happy and adventurous side satisfied. And, with more than 400 air carriers and 321,000 hotels all over the world to select from, there are endless opportunities to mix and match your own way. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Bolingbrook holiday?
Make sure your holiday in Bolingbrook is an unforgettable one by exploring its leading attractions. Morton Arboretum, Riverwalk, Promenade Bolingbrook and Bolingbrook Golf Club are just a few of the things to put on your itinerary while you’re in the area.
What is the best area to stay in when on holiday in Bolingbrook?
There’s lots to explore in Bolingbrook, so spend your nights close to its best sights and maximise your time sightseeing. Promenade Bolingbrook is one place to add to your itinerary.
Do I need a visa for my Bolingbrook holiday?
Look up the most up-to-date information on official government websites. Your nationality and whether you’re travelling for study, leisure or business will determine if you need a visa for Bolingbrook. Find out about the application process, including any required documentation, turnaround times and fees. Submit your application well in advance to allow plenty of time for processing. Some visas can take several weeks or even months to obtain, depending on the country.
What should I wear on my Bolingbrook holiday?
Although everyone’s personal style varies, it can be useful to have some guidelines for what type of clothes to bring during your holiday in Bolingbrook. Think about looking up social media before leaving so you can blend in like a local. Have a look at the local weather forecast so you can pack your bags accordingly. The warmest month in Bolingbrook is July, with average daytime temperatures of 23ºC. If you plan to visit in the coolest month of January, the mercury hovers around -4ºC during the day.
What does an Expedia Bolingbrook holiday include?
With Expedia, you can choose any combination of flights, hotels and car hires to build your ideal Bolingbrook travel package. Once you’ve made your booking, simply add on the fun stuff like tours and activities. Remember, the more you bundle, the more cash you’ll save! Private holiday homes and hotels are a couple of sought-after property types in Bolingbrook. Whatever your group size or holiday style, you can count on Expedia for the freedom and flexibility to tailor your dream escape.
Does Expedia offer Book Now, Pay Later Bolingbrook holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan that suits you best during the checkout process and take the stress out of budgeting for your trip. Make sure you bundle your accommodation, flights and activities with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna’s easy monthly instalment plans. If paying in multiple transactions sounds right for you, choose this option during the checkout process.
  • No-deposit holidays: Pressing the “book now” button is easier with this option. With no deposit required for your escape, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with a Bolingbrook Expedia holiday?
Yes, you’re in charge. Expedia has access to more than 400 partner airlines around the world, so you can tailor your Bolingbrook escape according to your budget and style.

Discover the most popular places to visit in Bolingbrook

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

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

Wrigley Field
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Six Flags Great America which includes rides

Six Flags Great America

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

Unmissable things to do in Bolingbrook

River tour boat in Chicago

Architecture River Tour

£36
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£33
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£31
per adult
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. Flight-inclusive packages are ATOL protected.