Oakton Vacations from $428

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Your Oakton Vacation

Book a customized Oakton vacation package that has everything you need and nothing you don't. Good for cafes, nature and bars and pubs, consider staying in the neighborhood of Rogers Park. There's loads to see and do during your trip to Oakton, including Rivers Casino and Arndt Park. Expedia has what you need to escape your daily routine. Tailor your vacation to Oakton to suit your style of travel, whatever that may be.

The Latest Oakton Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Le Méridien Essex Chicago
Level Chicago Fulton Market
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Talbott, Autograph Collection

Where to stay in Oakton

Find the best Oakton areas and neighborhoods for the activities you enjoy most. Learn more about Oakton

Oakton 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
$107 nightly
The price is $127 total per night from Nov 22 to Nov 23
$127 total
Nov 22 - Nov 23
Total with taxes and fees
8/10 Very Good! (10,171 reviews)
"Great stay!"

Reviewed on Nov 11, 2026

Congress Plaza Hotel
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
$187 nightly
The price is $195 total per night from Dec 8 to Dec 9
$195 total
Dec 8 - Dec 9
Total with taxes and fees
8/10 Very Good! (2,696 reviews)
"Very clean ans nice hotel"

Reviewed on Nov 11, 2026

The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$102 nightly
The price is $121 total per night from Nov 15 to Nov 16
$121 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (5,614 reviews)
"Room was cleaned and nicely kept up. Convenient location and nice view of the river."

Reviewed on Nov 10, 2026

River Hotel
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.

Things to do

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