Oak Brook Holidays from £669

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Photo by Judy Mahoney

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Your Oak Brook Holiday

Come and discover this fascinating city for yourself with a Oak Brook holiday package. Consider spending some time in the neighbourhood of North Lawndale, which is great for golfing and walking, and your time here is bound to be unforgettable. Brookfield Zoo, Morton Arboretum and Oakbrook Centre Mall are just some of the many attractions worth exploring during your trip to Oak Brook. Expedia will help you escape your routine. Tailor your holiday to Oak Brook to match your travel style, whatever that may look like.

Top Oak Brook Flight + Hotel Deals

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

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
6 Nov - 10 Nov
found 13 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Rooms are basic and bathrooms and sink area small. But all comfortable

Reviewed on 17 Aug 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
20 Sept - 27 Sept
found 17 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
Loved the atmosphere and friendly atmosphere

Reviewed on 18 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
6 Nov - 10 Nov
found 13 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
One of the best hotels. I will definitely stay here again.

Reviewed on 16 Aug 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
20 Sept - 27 Sept
found 17 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (3,359 reviews)
The rooftop should be guest only or have a better security as some people skip to other floors with no cards and be a security threat

Reviewed on 18 Aug 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
20 Sept - 27 Sept
found 17 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Great area: able to walk to many restaurants.

Reviewed on 18 Aug 2025

Oak Brook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
8,100
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Brookfield Zoo, Rosemont Theatre and Parkway Bank Park Entertainment District

Top hotels in Oak Brook

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is £116 per night from 1 Sept to 2 Sept
£116
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,943 reviews)
"It takes around 20min for the hot shower to come out."

Reviewed on 17 Aug 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £131 per night from 3 Sept to 4 Sept
£131
3 Sept - 4 Sept
includes taxes & fees
8.2/10 Very Good! (1,189 reviews)
"Nice location near the pier"

Reviewed on 17 Aug 2025

The Wade
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is £139 per night from 3 Sept to 4 Sept
£139
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,714 reviews)
"Kids really enjoyed the pool. Breakfast was good as well"

Reviewed on 17 Aug 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 5,203 properties in Oak Brook
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

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

Navy Pier

What to do in Oak Brook

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Oak Brook

Frequently asked questions

Why should I book my Oak Brook holiday with Expedia?
With great-value airfares, car hire and accommodation options all in one place, Expedia makes planning your Oak Brook break simple. Plus, we can help you bundle your bookings into a package holiday so you can save even more. Select from fantastic properties, add your flights and/or a car hire (and maybe even some fun activities!) and land incredible prices. Want to change your plans? Expedia has a flexible cancellation policy for many bookings. To learn more, check out our Customer Service Portal link.
When is the best time of year to holiday in Oak Brook?
Oak Brook can get busy in May, June and July, so if you want to steer clear of the crowds, travel in December, January and February. With average daytime temperatures of -4ºC, January is the coolest month in Oak Brook. The warmest time of year is July, when you can experience average temperatures of 23ºC during the day. Whatever the temperature, you'll discover loads to keep you occupied here.
What is the top hotel for my holiday in Oak Brook?
LondonHouse Chicago, Curio Collection by Hilton sets the stage for an exciting escape in Oak Brook, offering all the conveniences you need and more.
How do I get a cheap holiday to Oak Brook?
Bundle your flights and hotels, throw in extras such as activities or a hire car, and save with an Oak Brook holiday. You won't just land amazing discounts on your escape — you'll have lots of choice within your reach too. When you book through Expedia, you'll have your pick of over 400 airlines and 321,000 properties around the globe. Your next big adventure begins right here, right now! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Oak Brook holiday?
There's an almost endless list of things to do and see during your holiday in Oak Brook. Brookfield Zoo, SeatGeek Stadium, Oakbrook Centre Mall and Morton Arboretum are among this city's top attractions.
What is the best area to stay in when on holiday in Oak Brook?
There's so much to do in Oak Brook, so spend your nights close to its best attractions and treat yourself to more time sightseeing. Oakbrook Centre Mall is one place to put on your itinerary.
Do I need a visa for my Oak Brook holiday?
Check the latest information on official government websites. Your nationality and whether you're visiting for work or pleasure will determine if you require a visa for Oak Brook. Familiarise yourself with the application process, including any required documentation, fees and turnaround times. Start your application well in advance to allow plenty of time for processing. Some visas can take many weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Oak Brook holiday?
Although everyone's personal style is different, it can help to have a few guidelines for what type of clothes to wear during your holiday in Oak Brook. Consider browsing style blogs before you go for inspiration on fashion trends or dress codes. Daytime temperatures during January, Oak Brook's coolest month, average around -4ºC. July marks this destination's warmest month when the average daily temperature reaches 23ºC. Our tip? Take the guesswork out of packing and check the local weather forecast.
What does an Expedia Oak Brook holiday include?
Hotels, flights and a reliable car for all your fun road trip adventures. Simply select your preferred bundle and gain access to great discounts. Once you've made your booking, add on a few tours and activities and watch your savings stack up. When it comes to planning your Oak Brook holiday, the choice is all yours! Discover a wide range of property types and choose one that fits your group size. The most in-demand holiday rentals here are hotels and private holiday homes. With Expedia, it's a breeze to customise your Oak Brook escape any way you want.
Does Expedia offer Book Now, Pay Later Oak Brook holidays?
Expedia has joined forces with online lender Klarna to make booking your next break a bit easier on the wallet. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna can help. Paying in several transactions will make your holiday dreams possible.
  • No-deposit holidays: If not paying upfront for your getaway makes pressing that "book now" button more stress-free, opt for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with an Oak Brook Expedia holiday?
Yes, so take your pick! We have access to over 400 partner airlines globally, so you can design your Oak Brook holiday according to your budget and travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.