Bolingbrook Vacation Packages 2026 from $309

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

$309

per person

May 8 - May 10

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.

Fairmont Chicago at Millennium Park

Downtown Chicago

$709

per person

May 21 - May 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

$812

per person

May 21 - May 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, 2 restaurants, and a gym are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A business center, a terrace, and dry cleaning are also on offer.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$471

per person

May 21 - May 24

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

$717

per person

May 1 - May 5

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.

Top Bolingbrook hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$103 nightly

$121 total

Apr 1 - Apr 2

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.

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$217 nightly

$255 total

Apr 12 - Apr 13

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.

Hilton Chicago

720 S Michigan Ave Chicago IL

$155 nightly

$182 total

Apr 1 - Apr 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.

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$183 total

Apr 5 - Apr 6

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.

Hotel Felix River North/Magnificent Mile

111 W Huron St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$123 total

Apr 5 - Apr 6

Total with taxes and fees

Hilton Garden Inn Chicago Downtown South Loop

55 E 11th Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$139 total

Apr 13 - Apr 14

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, free WiFi in public areas, and valet parking. A terrace, a snack bar/deli, and a free grocery shopping service are also on offer.

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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.

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.

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

Frequently asked questions

How much are vacation packages to Bolingbrook?

Enjoy a memorable experience in Bolingbrook with a vacation package starting at $309. 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.