
Oakbrook Terrace Vacations from $603
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The Latest Oakbrook Terrace vacation packages
Price found within the past 48 hours. Click for updated prices.

Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $940, price is now $603 per person
$603
per person
Nov 28 - Dec 3
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (280 reviews)
This is an excellent place to stay. Great location. There are plenty of places to park nearby for a reasonable fee.
Reviewed on Sep 17, 2025


Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,251, price is now $832 per person
$832
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
The hotel needs a facelift in its rooms. It’s a 5-star hotel, and you expect more. The restaurant was good, and the food was good. On our second day, my server told me a croissant came with my breakfast, but I got charged. I didn’t say anything. On the 20th floor, you can hear everything from outside, like you are on the second floor. No soundproofing? It's hard to sleep at night.
Reviewed on Sep 17, 2025

The Wade
Downtown Chicago
Save 100% on your flight
Price was $916, price is now $627 per person
$627
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,260 reviews)
Check in was super easy and they even have a bag check so if you arrive before Check-in you can go walk the city without having to bring your luggage everywhere. The concierge was very friendly and he even remembered my name after coming back to check in once our room was ready. The staff who cleans the rooms was very friendly as well and always said hello/good morning. We would recommend the Wade to any of our friends and family who visit Chicago!
Very easy walk to the Navy Pier and the beach and just a few blocks from the Magnificent Mile.
Reviewed on Sep 16, 2025

Palmer House a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $958, price is now $666 per person
$666
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,917 reviews)
Older property rooms need to be upgraded
Reviewed on Sep 15, 2025
Don't see what you're looking for?
See all available trips from Columbus to Oakbrook Terrace
View all tripsDiscover the most popular places to visit in Oakbrook Terrace

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

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.

Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oakbrook Terrace

Wendella's 90-min Chicago River Architecture Tour
$45
per adult
94% of travellers recommend

Chicago By Night River & Lake Cruise
$45
per adult
96% of travellers recommend
Oakbrook Terrace Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $206 total per night from Sep 22 to Sep 23
$206 total
Sep 22 - Sep 23
Total with taxes and fees
8.4/10 Very Good! (4,927 reviews)
First time exploring
"To start this hotel is extraordinary, the location is key if you want to explore Chicago. There is a Starbucks conveniently located outside and the grocery store across the street as well as multiple restaurants down the block. I would definitely rebook and consider this hotel as my first pick any ..."
Reviewed on Sep 15, 2025

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $197 total per night from Sep 22 to Sep 23
$197 total
Sep 22 - Sep 23
Total with taxes and fees
7.8/10 Good! (9,208 reviews)
"Friendly staff."
Reviewed on Sep 17, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
$183 nightly
The price is $215 total per night from Sep 22 to Sep 23
$215 total
Sep 22 - Sep 23
Total with taxes and fees
8.4/10 Very Good! (3,904 reviews)
"Centrally located to every where !!! It was a great weekend !!"
Reviewed on Sep 16, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.