Bolingbrook Vacation Packages 2026 from $243

Bolingbrook flight + hotel vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

$243

per person

Jan 19 - Jan 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Save 100% on your flight

$567

per person

Dec 19 - Dec 22

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Chicago (ORD)

This smoke-free hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Save 100% on your flight

$394

per person

Dec 30 - Jan 4

found 16 hours ago

Roundtrip flight included

Minneapolis (MSP) to Chicago (ORD)

This smoke-free resort features a golf course, a full-service spa, and a water park. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and an area shuttle.

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

$685

per person

Dec 16 - Dec 23

found 17 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.

Level Chicago – Old Town

Downtown Chicago

$599

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Top Bolingbrook hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$129 total

Nov 10 - Nov 11

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Free WiFi

Restaurant

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$158 total

Nov 27 - Nov 28

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pool

Hot Tub

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$141 total

Nov 22 - Nov 23

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A hair salon, express check-in, and express check-out are also on offer.

Pet friendly

Free WiFi

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$215 total

Nov 28 - Nov 29

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Free airport shuttle

Pet friendly

The Godfrey Hotel Chicago

127 West Huron, at LaSalle Chicago IL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$160 total

Nov 24 - Nov 25

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. You'll appreciate the gym, bar/lounge, and rooftop terrace.

Spa

Free WiFi

Club Quarters Hotel, Central Loop, Chicago

111 West Adams Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$138 total

Nov 1 - Nov 2

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, express check-in, and express check-out are also on offer.

Pet friendly

Free WiFi

Don't see what you're looking for?

See all available properties in Bolingbrook

View all properties

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.

Stay near popular Bolingbrook attractions

Hidden Lakes Park

6.8/10 (30 reviews)

Explore the great outdoors at Hidden Lakes Park, a lovely green space in Bolingbrook. While in this family-friendly area, you can savor the top-notch restaurants.

See properties

Frequently asked questions

How much are vacation packages to Bolingbrook?

Enjoy a memorable experience in Bolingbrook with a vacation package starting at $243. Reserving hotels, flights and tours with Travelocity is simple. On top of that, our package deals will leave you with more money in your pocket for loads of fun activities.

How long should my Bolingbrook vacation be?

Typically, people spend 2 nights in Bolingbrook. But that might not be nearly enough time for you. If your aim is to explore some of the region's hidden treasures, how about adding a few extra nights to your travel itinerary?

Where can I get the best vacation package deals for Bolingbrook?

Travelocity is the only place you need to go to score an incredible Bolingbrook package deal. Take your pick of 400 air carriers and 1,000,000 hotels worldwide and create a vacation package that fits your style. With so many options at hand, it's time to start planning your next big escape.

Why should I book my Bolingbrook vacation package with Travelocity?

Whether you're planning a weeks-long vacation or a last-minute weekend trip, we have plenty of exciting destinations to choose from at a good price. On top of that, we offer 24/7 assistance, superb service and a Price Match Guarantee. Save yourself the effort and time and secure your dream vacation now.

Will I save money on my Bolingbrook car rental if I bundle it with hotels and flights?

With a Bolingbrook vacation package, you can combine your flight, car and hotel bookings and save a ton. If you want to see the best of this exciting area, why not check out Six Flags Great America? This famous sight is 45 mi from Bolingbrook. With your own wheels, you'll be there belong long.

Which airport is best for Bolingbrook?

O'Hare Intl. Airport (ORD) is 20 mi from the city center and is the beginning point for many adventures. Alternatively, Midway Intl. Airport (MDW) is 18 mi away from central Bolingbrook and Lewis University Airport (LOT) is 7 mi away from central Bolingbrook.

What is there to do in Bolingbrook?

You'll feel a certain kind of magic as you stroll through the streets of Bolingbrook. Promenade Bolingbrook and Rocket Ice Arena are just a couple of attractions that make this city such a sought-after destination, so put them at the top of your list of places to see.

Where should I stay when visiting Bolingbrook?

The Aloft Bolingbrook is the top choice of many visitors. Book now to avoid missing out.