Oak Brook Vacation Packages 2026 from $345

Oak Brook flight + hotel vacation packages

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

Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Save 100% on your flight

$345

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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.

Four Seasons Hotel Chicago

Downtown Chicago

$2,731

per person

Sep 13 - Sep 19

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 smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$793

per person

Oct 21 - Oct 25

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, a business center, and a picnic area are also offered.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$918

per person

Oct 21 - Oct 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.

The Whitehall Hotel, BW Premier Collection

Downtown Chicago

Save 100% on your flight

$595

per person

Oct 16 - Oct 19

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a computer station, and dry cleaning are also offered.

Top Oak Brook hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$171 total

Aug 30 - Aug 31

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.

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$181 total

Aug 10 - Aug 11

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.

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$210 nightly

$246 total

Aug 29 - Aug 30

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.

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$222 nightly

$264 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. Self parking, a lobby fireplace, and luggage storage are also offered.

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$193 total

Aug 30 - Aug 31

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.

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$211 nightly

$251 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and a coffee shop are also provided.

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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.

Stay near popular Oak Brook attractions

A golf course with a large tree in the foreground, a pond, and a clear sky.

Oak Brook Golf Course

8.2/10 (147 reviews)

Enjoy a round of golf in Oak Brook at Oak Brook Golf Course. Stroll along the riverfront or attend a sporting event in this family-friendly area.

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Frequently asked questions

How much are vacation packages to Oak Brook?

Prepare to be surprised — you could find yourself in Oak Brook for only $345. 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.