Bolingbrook Holidays from £962

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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.

Top Bolingbrook Flight + Hotel Deals

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

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
23 Sept - 27 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
The stay so far has been great, but we attempted to order in room dining which, according to the menu, is available until 5AM, but were advised by the front desk staff that we would not be able to order food for at least 40 minutes while the kitchen was “cleaned”. No other solutions were provided and we were very disappointed in this interaction.

Reviewed on 30 Jul 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Oct - 13 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Beautiful hotel , breakfast was amazing

Reviewed on 30 Jul 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
23 Sept - 27 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Wonderful hotel in a great location along the river. The view from Terrace 16 is amazing! Also, the pillows on the bed are really comfortable. I love this hotel and would recommend it to anyone.

Reviewed on 30 Jul 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
23 Sept - 27 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on 22 Jul 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Oct - 13 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (229 reviews)
We were pleasantly surprised and now already planned our next trip in a couple weeks to stay at the same hotel. Only concern is we were told pool area was open and hour after rooftop. That is mot correct and bed in single studio is too close to the wall. Had to crawl out as my wife sleep on the otherside. Other than that really like the stay.

Reviewed on 28 Jul 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

Top hotels in Bolingbrook

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 £118 per night from 18 Aug to 19 Aug
£118
18 Aug - 19 Aug
includes taxes & fees
7.8/10 Good! (9,038 reviews)
"This was a nice option for my wife and I . Nice location plenty of dining with in walking distance. Highly recommend this hotel"

Reviewed on 29 Jul 2025

Congress Plaza 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
The price is £132 per night from 24 Aug to 25 Aug
£132
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,324 reviews)
"It is renovated, it is very clean, the breakfast was delicious"

Reviewed on 30 Jul 2025

Crowne Plaza Chicago West Loop by IHG
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £132 per night from 11 Aug to 12 Aug
£132
11 Aug - 12 Aug
includes taxes & fees
8/10 Very Good! (1,951 reviews)
"Very nicely decorated. The room was pretty small and didn’t have a small fridge. Was glad we brought a cooler."

Reviewed on 28 Jul 2025

Hotel Felix River North/Magnificent Mile
See all 4,195 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

Popular places to visit

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

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home 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
Navy Pier

Navy Pier

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

Navy Pier

What to do in Bolingbrook

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Bolingbrook

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.

* 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.