Bolingbrook Vacation Packages 2026 from $366

Bolingbrook flight + hotel vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

$366

per person

Aug 23 - Aug 25

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.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$526

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$930

per person

Jul 21 - Jul 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$854

per person

Jul 22 - Jul 25

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.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$964

per person

Aug 26 - Aug 29

found 1 day ago

Roundtrip non-stop 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.

Top Bolingbrook hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$162 total

per night

Jun 29 - Jun 30

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

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$154 total

per night

Jun 28 - Jun 29

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$244 total

per night

Jul 4 - Jul 5

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.

Hotel Felix River North/Magnificent Mile

111 W Huron St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$229 total

per night

Jul 1 - Jul 2

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

$161 total

per night

Jul 1 - Jul 2

This hotel features a restaurant, a coffee shop, and free WiFi in public areas. Express check-out, luggage storage, and free newspapers are also on offer.

Free WiFi

Restaurant

Crowne Plaza Chicago West Loop by IHG

25 South Halsted Street Chicago IL

$186 total

per night

Jul 1 - Jul 2

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.

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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

4.5/5(2,149 reviews)

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

Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

4.5/5(461 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Navy Pier

4.5/5(4,925 reviews)

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 $366. 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.