Oakbrook Terrace Holidays from £669

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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

Top Oakbrook Terrace 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
Price was £1,050, price is now £669 per person
£669
per person
6 Nov - 10 Nov
found 1 day 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
Price was £1,730, price is now £1,041 per person
£1,041
per person
20 Sept - 27 Sept
found 1 day 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
Price was £1,385, price is now £839 per person
£839
per person
6 Nov - 10 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 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
Price was £1,580, price is now £984 per person
£984
per person
20 Sept - 27 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (3,359 reviews)
Shawn at the front desk was awesome. It was our first time in Chicago and we loved staying at LondonHouse!

Reviewed on 19 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
Price was £1,263, price is now £806 per person
£806
per person
20 Sept - 27 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Friendly staff, clean and comfortable, convenient location

Reviewed on 20 Aug 2025

Oakbrook Terrace Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
2,200
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC

Top hotels in Oakbrook Terrace

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is £117 per night from 1 Sept to 2 Sept
£117
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (9,014 reviews)
"Great hotel"

Reviewed on 20 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 1 Sept to 2 Sept
£131
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,205 reviews)
"The pool could have been a bit better"

Reviewed on 19 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 £140 per night from 3 Sept to 4 Sept
£140
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,726 reviews)
"Valet parking was very expensive for leaving your car without using it for 2 days."

Reviewed on 20 Aug 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,948 properties in Oakbrook Terrace
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 Oakbrook Terrace

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 Oakbrook Terrace

Frequently asked questions

How much does an Oakbrook Terrace travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Oakbrook Terrace from just £669. And the more you bundle, the more you save. Your dream holiday has never been so affordable.
If I'm not able to travel, can I cancel my Oakbrook Terrace travel package?
You can. We totally understand that even the best-laid plans can go awry, so we're here to help if you need to make changes to your Oakbrook Terrace travel package. You may be able to change or cancel your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Oakbrook Terrace?
Just imagine all the amazing things you could do in Oakbrook Terrace with extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and other bookings into an Oakbrook Terrace travel package. You have plenty of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 properties worldwide. Whether you're taking off with the entire family or adventuring alone, organising a trip to Oakbrook Terrace is better with a package.
Does Expedia offer Book Now, Pay Later Oakbrook Terrace holidays?
We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits you best during checkout and take away the stress of budgeting for your next trip. Remember to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying just a little each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Clicking on the "book now" button is easier with this payment plan. Put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Oakbrook Terrace?
A getaway to Oakbrook Terrace isn't complete without seeing Drury Lane Theatre, Rush Health and Loyola Ambulatory Centre. Stay near these popular sights and make sightseeing easy.
What are the top hotels in Oakbrook Terrace?
One of the most popular places to stay in Oakbrook Terrace is Holiday Inn Chicago-Oakbrook, an IHG Hotel, in the York Centre area. Wander the city by day and then put your feet up in this comfortable hotel after the sun goes down.
How far in advance should I book my Oakbrook Terrace holiday?
Travellers can normally look up international flights on Expedia within 12 months of departure. Booking last minute? With a stroke of luck, it's still possible to purchase a cheap ticket just weeks before your journey.
What does an Expedia Oakbrook Terrace travel package include?
Expedia has everything you need to lock in Oakbrook Terrace escape, but how your package is structured is entirely up to you. Choose from a combination of rental cars, hotels and flights. After a few activities to fill in your time? Once you've made your booking, you can add them too. No matter your style, there's a travel package to meet your needs.
What should I know before booking an Oakbrook Terrace travel package?
A travel package can be customized for your budget and is a terrific way to make your budget go further. How much you include is up to you. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with an Oakbrook Terrace Expedia travel package?
With a travel package, you're in control. Whether you'd prefer to fly to Oakbrook Terrace in economy or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners globally.

* 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.