Oak Brook Vacations

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Find the Best Oak Brook Vacation Packages

Oak Brook 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 635 per night from Mar 27 to Mar 28
AED 635
AED 745 total
27 Mar - 28 Mar
includes taxes & fees
8/10 Very Good! (9,894 reviews)
We mainly go to Chicago for medical appointments and it is *so awesome* that you can actually open the windows here.That is the main reason we chose it. Because Dad has cancer we aired it out and then ran our own air purifier. No bad smells or anything, we're just being cautious because of his health. ...

Reviewed on 27 February 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is AED 415 per night from Mar 4 to Mar 5
AED 415
AED 591 total
4 Mar - 5 Mar
includes taxes & fees
9.4/10 Exceptional! (3,423 reviews)
Tudo impecável

Reviewed on 28 February 2026

Hotel Riu Plaza Chicago
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 414 per night from Mar 2 to Mar 3
AED 414
AED 486 total
2 Mar - 3 Mar
includes taxes & fees
8.6/10 Excellent! (5,693 reviews)
great services

Reviewed on 28 February 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 5,358 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.

Frequently asked questions

How do I find cheap flights to Oak Brook that have flexible change policies?
It's quick and easy with Expedia. Firstly, enter your travel details and click the "Search" button. Step 2? Check the "No change fee" box below the "Flexible change policies" filter to the left of the screen. Step 3. Book your cheap and flexible ticket to Oak Brook.
Which airlines fly to Oak Brook?
Whether you prefer to sit in first class or save your pennies in economy, these reputable airlines will fly you to or near Oak Brook:

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

How can I find cheap tickets to Oak Brook?
Book well in advance, fly to or from nearby airports, avoid vacation periods — there are loads of ways! One more is to make the most of Expedia's "flexible dates" feature. Find your Oak Brook flight, then check out the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Oak Brook was .
How much is a flight to Oak Brook?
In the last seven days, return airfares to Oak Brook sold from just and reached a maximum cost of . For one-way fares taking off from (), the cheapest seat during this time was just .
What are the most popular airports to fly into in Oak Brook?
When it comes to planning which Oak Brook airport to fly into, here are your options:

  • 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 Oak Brook?
Try to leave early in the week to secure a bargain fare to Oak Brook. Tuesday is generally the cheapest day to take off, with Monday right behind it. Saturday typically has the most expensive prices. This is because many people prefer to begin their vacation on a weekend.
How much is a plane ticket to Oak Brook?
In the last seven days, plane tickets to Oak Brook varied between and . The early bird catches the worm, so land yourself an awesome deal today.
What months are the cheapest to book a flight to Oak Brook?
February is the most affordable month to book your Oak Brook break. Airfares are at their most expensive during the festive month of December, so avoid this time if you can.
How long is a flight to Oak Brook?
It could be an hour or two or more — it mostly depends on which part of the USA you're setting off from. The average flight times for these top domestic routes to Oak Brook will give you a good idea of what to expect:

  • 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