Oakbrook Terrace Vacations

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Find the Best Oakbrook Terrace Vacation Packages

Oakbrook Terrace Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AED 544 per night from Feb 13 to Feb 14
AED 544
AED 638 total
13 Feb - 14 Feb
includes taxes & fees
8/10 Very Good! (9,853 reviews)
Friendly staff. Clean room.

Reviewed on 5 February 2026

Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is AED 750 per night from Mar 1 to Mar 2
AED 750
AED 880 total
1 Mar - 2 Mar
includes taxes & fees
8.2/10 Very Good! (2,215 reviews)
A very good value. A bit worn, great bed but half the price of the Westin Denver airport.

Reviewed on 8 February 2026

Hilton Chicago O'Hare Airport
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
Fully refundableReserve now, pay when you stay
The price is AED 376 per night from Feb 22 to Feb 23
AED 376
AED 442 total
22 Feb - 23 Feb
includes taxes & fees
8.4/10 Very Good! (5,637 reviews)
Yes room was spotless

Reviewed on 4 February 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 5,224 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.

Discover the most popular places to visit in Oakbrook Terrace

Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

You can enjoy some retail therapy 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 featuring a sunset and rides

Navy Pier

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Navy Pier
Chicago Riverwalk which includes a city, a bay or harbor and a river or creek

Chicago Riverwalk

After visiting Chicago Riverwalk, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.

Chicago Riverwalk

Frequently asked questions

How do I find cheap flights to Oakbrook Terrace that have flexible change policies?
Search for low-cost seats to Oakbrook Terrace, then tick the "No change fee" box directly below the "Flexible change policies" subheading. It's as simple as that. We understand that travel plans change and flexibility matters, so book with confidence with Expedia.
Which airlines fly to Oakbrook Terrace?
Whether you want to sit in a premium seat or save dollars in economy, these leading airlines will get you to or near Oakbrook Terrace:

  • United Airlines - 13,009 flights to or near Oakbrook Terrace each month, including 13,005 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 10,036 flights to or near Oakbrook Terrace each month, including 10,036 flights to O'Hare Intl. Airport (ORD) per month.

How can I find cheap tickets to Oakbrook Terrace?
One of the easiest ways to get your hands on cheap tickets to Oakbrook Terrace is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. It'll reveal the cheapest prices for nearby days. The lowest price for a flight to Oakbrook Terrace in the last seven days was . Booking well in advance will usually help you score an even better deal.
How much is a flight to Oakbrook Terrace?
One-way flights from () sold for as low as in the last seven days. During this time, the price of a round-trip fare to Oakbrook Terrace varied between and . If you spot a bargain, book quickly — these prices don't stick around for long.
What are the most popular airports to fly into in Oakbrook Terrace?
When it comes to working out which airport in Oakbrook Terrace to fly into, here are your choices:

  • O'Hare Intl. Airport (ORD) - 26,484 flights per month.
  • Midway Intl. Airport (MDW) - 6,439 flights per month.

When is the cheapest time to fly to Oakbrook Terrace?
If you can be flexible with what day you travel to Oakbrook Terrace, fly out earlier in the week. The most economical day to take off is generally Tuesday, closely followed by Monday. Saturday is typically the most expensive day, with many vacationers opting to take off on the weekend.
How much is a plane ticket to Oakbrook Terrace?
In the last seven days, plane fares to Oakbrook Terrace ranged between and . Prices usually rise as your travel date nears, so secure an awesome deal today.
What months are the cheapest to book a flight to Oakbrook Terrace?
A great month to purchase well-priced fares to Oakbrook Terrace is February. It's worth remembering that in the U.S, the most expensive time to secure a seat is the busy month of December.
How long is a flight to Oakbrook Terrace?
That depends on where in the USA you're traveling from. This list of popular domestic routes and their average flight times will give you a rough estimate of how long it'll take you to get to Oakbrook Terrace:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 37 minutes
  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 34 minutes
  • Phoenix, AZ (PHX-Sky Harbor Intl.) to O'Hare Intl. Airport (ORD) - 3 hours and 17 minutes