Oak Brook Holidays from £1,016

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Your Oak Brook Holiday

Reserve an Oak Brook holiday package and get ready to experience this fascinating city the easy way. Consider spending some time in the neighbourhood of North Lawndale, which is great for golfing and walking. Make your trip to Oak Brook even more exciting by going sightseeing. Brookfield Zoo, Oakbrook Centre Mall and Morton Arboretum are some of the top attractions you'll want to explore. Stop daydreaming and start adventuring. Check out the multitude of options on Expedia today and finally put your Oak Brook holiday plans into action!

The Latest Oak Brook Holiday Deals

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
13 Jul - 17 Jul
found 5 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (3,511 reviews)
Tuve un late Checkin. Fue notificado. Me dieron una habitación diferente a la reservada. Al día siguiente tuvimos que cambiarnos, perdí lo que había comprado de comida pues no tenía donde guardarlo al dejar la habitación. Me dijeron que me darían un upgrade y me dieron una habitación exactamente como la había reservado inicialmente, además les pedí una cobija adicional Y más amenities y no las dejaron en la nueva habitación. No hubo ninguna compensación por el mal rato. El personal de front desk solo se disculpó amablemente. Esto no debería ocurrir. El hotel tiene una locación estupenda, el roof top vale la pena, el brunch nada espectacular. Pero agradable servicio.

Reviewed on 21 May 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
10 Aug - 17 Aug
found 19 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
8.8/10 Excellent! (207 reviews)
Thoroughly enjoyed my stay and my room. Will definitely book here again. Basic view of the courtyard but that was not important to me.

Reviewed on 16 Mar 2024

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
per person
10 Aug - 17 Aug
found 19 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (1,902 reviews)
Beautiful room. Staff was responsive to messaging. Bed was hard. Not much with coffee or creamer. Need a safe in room.

Reviewed on 24 May 2024

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
per person
10 Aug - 17 Aug
found 19 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Very nice, clean, large rooms. Well-appointed. Hotel lobby very welcoming. Looked like a lovely outdoor dining patio, though I didn’t eat there.

Reviewed on 22 May 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
13 Jul - 17 Jul
found 5 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
Great view and environment

Reviewed on 23 May 2024

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
per person
10 Aug - 17 Aug
found 19 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Enjoyed the property and roof top pool

Reviewed on 21 May 2024

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

Our pick of the best Oak Brook Hotel Deals

Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Stay at this family-friendly hotel in Chicago. Enjoy a 24-hour fitness centre, valet parking (surcharge) and in-room massages. Our guests praise the helpful ...
7.6/10 Good! (2,609 reviews)
A Wonderful Hotel That Has A Serious Towel Problem
"Great location, right on the magnificent mile & close to all the major sites and shops. Very nice, well kept & elegant hotel. Fast efficient check in/out. Friendly staff. Nice clean room & comfortable bed for a good night's sleep. Well insulated room didn't hear any noises from corridor or other ..."

Reviewed on 24 May 2024

Warwick Allerton - Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (6,797 reviews)
"Great historical hotel which is undergoing massive updates at the time we visited. Whole wings were being done. Our room smelled of fresh paint. Large gaps under doors made privacy and noise an issue between guests. However, the panoramic view of the lakefront from the 10th was breathtaking and location ..."

Reviewed on 24 May 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,887 reviews)
"Appreciated the easy of self serve check in and checkout. Did not have to stand in line. Only complaint is that the wait time for elevators is too long. Number iof elevators do not support number of guests"

Reviewed on 22 May 2024

River Hotel
See all 4,733 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

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.

Discover the most popular places to visit in Oak Brook

Image for Wrigley Field

Wrigley Field

4.5/5(40 reviews)

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

Wrigley Field
Image for Six Flags Great America

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
Image for McCormick Place

McCormick Place

4.5/5(36 reviews)

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.

McCormick Place

Unmissable things to do in Oak Brook

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

£182
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
See all activities in Oak Brook

* 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.