Oakbrook Terrace Packages (Flight + Hotel)

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Top hotels in Oakbrook Terrace

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ฿5,659 per night from 3 Aug to 4 Aug
฿5,659
฿6,450 total
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (2,848 reviews)
"Your security guys are lousy"

Reviewed on 14 Jul 2026

Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿5,488 per night from 27 Jul to 28 Jul
฿5,488
฿6,525 total
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,743 reviews)
"Front desk person were very r"

Reviewed on 15 Jul 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿7,869 per night from 26 Jul to 27 Jul
฿7,869
฿10,471 total
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,913 reviews)
"Staff was fantastic and always ready to help; from the front door to the room door!"

Reviewed on 15 Jul 2026

Omni Chicago Hotel
See all 4,743 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.

Stay near popular Oakbrook Terrace attractions

Drury Lane Theater

8.8/10 (93 reviews)
This historic theatre captivates with Broadway-caliber musicals and intimate performances in an elegant setting. Enhance your evening with pre-show dining at Lucille Restaurant, known for its champagne brunch.
See properties

What to do in Oakbrook Terrace

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

฿904
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago CityPASS: Admission to Top 5 Chicago Attractions

Chicago CityPASS®: Experience 5 must-see attractions

฿4,820
per adult
94% of travellers recommend
Chicago CityPASS®: Experience 5 must-see attractions
Art Institute of Chicago

Art Institute of Chicago

฿1,339
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in Oakbrook Terrace

Frequently asked questions

How much does an Oakbrook Terrace holiday package cost?
You'll find cheap prices on Expedia for your Oakbrook Terrace getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Oakbrook Terrace costs.
What are the cheapest months to go to Oakbrook Terrace?
You can typically find lower prices and better availability in December, January and February. Explore our cheap Oakbrook Terrace holiday packages and you could score some great off-season deals.
How many days is enough for Oakbrook Terrace?
The ideal length of your Oakbrook Terrace holiday depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to hit all the top sights and discover some hidden gems along the way.
How to find the best Oakbrook Terrace package deals?
Landing a cheap Oakbrook Terrace package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can personalise your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Oakbrook Terrace package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Oakbrook Terrace holiday as a package?
You can enjoy significant savings on your next Oakbrook Terrace getaway by booking a customised holiday package. Check the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Oakbrook Terrace?
If you have your Oakbrook Terrace travel dates locked in, book as soon as you can to score some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Oakbrook Terrace?

  1. Choose when to travel: Check your diary and get packing. Your favourite season and the type of activities available will also help you decide when to holiday in Oakbrook Terrace.
  2. Budget wisely: Besides the cost of your accommodation, you should consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Oakbrook Terrace.
  3. Decide how long to go for: Now that you know more about Oakbrook Terrace, you can work out the perfect length of your holiday. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the right Oakbrook Terrace holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.