Oak Brook Vacation Packages 2026 from $616

Oak Brook flight + hotel vacation packages

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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$616

per person

Jul 8 - Jul 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$977

per person

Aug 4 - Aug 8

found 14 hours 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

$822

per person

Jul 9 - Jul 12

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.

Urban Chicago Oasis

Lakeview

Save 100% on your flight

$906

per person

Jul 30 - Aug 2

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features free WiFi in public areas, laundry facilities, and a virtual front desk.

Hotel Arista

Save 100% on your flight

$728

per person

Aug 6 - Aug 11

found 3 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, 2 restaurants, and a gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.

Top Oak Brook hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$167 total

Jun 30 - Jul 1

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

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$174 total

Jun 3 - Jun 4

Total with taxes and fees

This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Business travelers can take advantage of the free WiFi in public areas. Self parking, express check-out, and luggage storage are also offered.

Pet friendly

Free WiFi

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$203 nightly

$242 total

Jun 30 - Jul 1

Total with taxes and fees

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.

Breakfast included

Free WiFi

Freehand Chicago

19 East Ohio Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$141 nightly

$168 total

Jul 1 - Jul 2

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

$159 nightly

$181 total

Jun 28 - Jun 29

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 business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.

Free airport shuttle

Pet friendly

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$183 total

Jun 28 - Jun 29

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 free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.

Pet friendly

Free WiFi

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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.

Soldier Field

4.5/5(1,274 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

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.

Frequently asked questions

How much are vacation packages to Oak Brook?

Prepare to be surprised — you could find yourself in Oak Brook for only $616. At Travelocity, we save you money and time with our vacation packages. With experiences, hotels and flights all ready to be snapped up, why wait?

How long should my Oak Brook vacation be?

Most sightseers vacation in Oak Brook for an average of 2 nights. That being said, traveling is all about finding new adventures and losing yourself in the moment — why not lock in a couple of additional nights so you can do just that?

Where can I get the best vacation package deals for Oak Brook?

Travelocity is the place to go to score a fantastic Oak Brook package deal. Take your pick of 400 air carriers and 1,000,000 properties all over the world and create a vacation package that's suited to you. With so many options, now's the time to book your next great escape.

Why should I book my Oak Brook vacation bundle via Travelocity?

From our 24/7 customer care to our range of exciting destinations, we're dedicated to giving you the most unforgettable vacation. All you need to do is click and book — our Price Match Guarantee will make sure you get the cheapest price.

Can I save money on my Oak Brook car rental if I combine it with my hotel or flight?

Certainly — bundle your car, flight and hotel into an Oak Brook vacation package and you'll save plenty. With so much to uncover in Oak Brook, having your own set of wheels will make exploring easy. Once you've buckled yourself in, turn up the tunes and head toward Six Flags Great America, a renowned sight approximately 35 mi from Oak Brook.

Which airport is best for Oak Brook?

It's highly likely you'll land at O'Hare Intl. Airport (ORD), which is 10 mi north of inner Oak Brook. Midway Intl. Airport (MDW) (12 mi away from central Oak Brook) and Lewis University Airport (LOT) (18 mi away from central Oak Brook) are other options.

What is there to do in Oak Brook?

Oak Brook has plenty of sights to explore, like Mayslake Peabody Mansion and Lizzadro Museum of Lapidary Art. These two popular attractions are on most tourists' travel itineraries.

Where should I stay when visiting Oak Brook?

The Hyatt House Chicago Oak Brook is the first choice of many travelers. Book soon before it's too late.