Bolingbrook Vacations from ￥305,472

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The Latest Bolingbrook Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,763 reviews)
Instead of going on a cruise my wife & l decided on a Staycation for our anniversary the staff specifically Gabby was exceptional Our rm? Was phenomenal. Divided area. Great view. King size bed. Spacious Jacuzzi & shower. We had access to great restaurants and when we dined in we enjoyed good food and great service ( Edward was fantastic. We definitely would recommend

Reviewed on Jun 12, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,609 reviews)
Wonderful views all around. The rooms are spacious and have a luxurious feel. The bed is amazing and comfortable. However, there was dust on the headboard and the walls; the fridge's baseboard was damaged and missing, and the garment steamer did not work and leaked all over our nice garments when we attempted to use it. The restaurant had an unimpressive menu, and the items we ordered were not flavorful or cooked to the specifications, and the 24 Hour cocktail was mediocre at best.

Reviewed on Jun 13, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Lovely stay. Will come back. Great location and attentive staff

Reviewed on Jun 15, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,749 reviews)
Check in and check out we’re easy. The staff were all friendly and helpful. The room was as advertised with a great view.

Reviewed on Jun 15, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
The parking situation was atrocious, everything else was fine.

Reviewed on May 23, 2025

Find the Best Bolingbrook Vacation Packages

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 ￥20,616 per night from Jul 3 to Jul 4
￥20,616
￥24,202 total
Jul 3 - Jul 4
includes taxes & fees
7.8/10 Good! (8,888 reviews)
"Location"

Reviewed on Jun 15, 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
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,761 reviews)
"Rigel, konnor,kassidy, Sasha, made my stay in hotel Felix, a wonderful experience, this was my first trip to Chicago, and these 4 great staff members made my trip. so enjoyable , with great. travel advice, information on attraction,s"

Reviewed on Jun 13, 2025

Get rates
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
Fully refundableReserve now, pay when you stay
The price is ￥14,522 per night from Jul 7 to Jul 8
￥14,522
￥17,048 total
Jul 7 - Jul 8
includes taxes & fees
7/10 Good! (2,201 reviews)
"Okay"

Reviewed on Jun 13, 2025

Travelodge by Wyndham Downtown Chicago
See all 4,046 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.

Frequently asked questions

How much does a Bolingbrook vacation package cost?
You can grab a vacation package to this popular destination from ￥305,472 on Expedia. However, how much your vacation 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 vacation packages and you could get some great off-season deals.
How many days is enough for Bolingbrook?
The ideal length of your Bolingbrook vacation 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 vacation package to Bolingbrook?
Bolingbrook is a good vacation 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 vacation 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 vacation package well in advance.
Is it cheaper to book a Bolingbrook vacation as a package?
An Expedia vacation 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 vacation package to Bolingbrook?
If you’ve got your Bolingbrook vacation 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, favorite 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 personalized Bolingbrook vacation package.

Discover the most popular places to visit in Bolingbrook

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier
Six Flags Great America featuring rides

Six Flags Great America

4.5/5(347 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

What to do in Bolingbrook

River tour boat in Chicago

Architecture River Tour

￥7,052
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

￥6,507
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

￥6,122
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.