Oakton Vacations from $484
Book a Hotel + Flight or Car together to unlock savings
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.
Where to stay in Oakton
Find the best Oakton areas and neighborhoods for the activities you enjoy most. Learn more about Oakton
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Oakton Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $207 total per night from Aug 16 to Aug 17
$207 total
Aug 16 - Aug 17
Total with taxes and fees
8/10 Very Good! (10,318 reviews)
"First off all I prebooked ahead of time so I wouldn’t have any issues. The day of my check in they weren’t able to find my information and they looked for over 1 hour. I booked 2 rooms and first they claimed only 1 was found. After minutes of going back and forth they found the 2nd room. Both rooms ..."
Reviewed on Jul 27, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $204 total per night from Aug 9 to Aug 10
$204 total
Aug 9 - Aug 10
Total with taxes and fees
8.2/10 Very Good! (1,858 reviews)
"You’re supposed to have a room that slept for and was given a room with the king bed and the couch did not pull out. No rules were available and we had to leave. We disputing this charge two rooms. The front desk clerk was completely unhelpful and would not even give us his name. This was Saturday ..."
Reviewed on Jul 27, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $227 total per night from Aug 6 to Aug 7
$227 total
Aug 6 - Aug 7
Total with taxes and fees
8.8/10 Excellent! (2,918 reviews)
"Needed a place to stay while traveling and Hyatt in Rosemont was exactly what I was looking for: clean, quiet, and also had a shuttle to the airport."
Reviewed on Jul 27, 2026
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
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.