Bolingbrook Vacation Packages 2026 from $303

Bolingbrook flight + hotel vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$303

per person

Mar 4 - Mar 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Waldorf Astoria Chicago

Downtown Chicago

$904

per person

Mar 22 - Mar 27

found 12 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.

Trump International Hotel & Tower Chicago

Downtown Chicago

$856

per person

Mar 12 - Mar 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$534

per person

Mar 22 - Mar 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$532

per person

Mar 12 - Mar 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.

Top Bolingbrook hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$114 total

Jan 19 - Jan 20

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

$155 nightly

$182 total

Feb 1 - Feb 2

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

Holiday Inn Chicago Dwtn - The Mart by IHG

350 West Wolf Point Plaza, Building 2 Chicago IL

Free Cancellation

$116 nightly

$136 total

Feb 6 - Feb 7

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 15 conference rooms, free WiFi in public areas, and express check-in. Enjoy the sauna and conveniences like a 24-hour front desk and laundry facilities.

Pool

Free WiFi

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$196 nightly

$230 total

Feb 13 - Feb 14

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

Hotel Felix River North/Magnificent Mile

111 W Huron St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$129 total

Jan 19 - Jan 20

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Pet friendly

Free WiFi

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$168 nightly

$192 total

Jan 24 - Jan 25

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

Pool

Spa

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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.

Popular places to visit

Wrigley Field

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

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier

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

Frequently asked questions

How much are vacation packages to Bolingbrook?

Enjoy a memorable experience in Bolingbrook with a vacation package starting at $303. 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.