Itasca Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Itasca Vacation

Come and experience this wonderful city for yourself with a Itasca vacation package. Consider spending a few days in the neighborhood of Jefferson Park, which is great for festivals and culture, and your time here will be nothing short of unforgettable. A trip to Itasca is an ideal opportunity to take in the sights. Be sure to stop by well-known attractions like Woodfield Mall, LEGOLAND® Discovery Center and TopGolf Chicago. Stop dreaming and start traveling. Browse the range of options on Expedia today and put your Itasca vacation plans into action!

Top Itasca Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
CA $667
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
CA $1,222
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
I like the service from valet to check out

Reviewed on Sep 22, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
CA $1,435
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
The hotel was truly remarkable! I can’t wait to go back in the future, the staff was truly amazing as well!

Reviewed on Sep 22, 2026

Pendry Chicago

Pendry Chicago

Downtown Chicago
Save 100% on your flight
CA $880
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,146 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,072
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Good location, close to everything

Reviewed on Sep 21, 2026

Ready to book your vacation to Itasca?

Choose your dates

Itasca Hotel Deals

Eaglewood Resort and Spa

Eaglewood Resort and Spa

1401 Nordic Rd Itasca IL
CA $175
CA $226 total
Oct 2 - Oct 3
includes taxes & fees
Eaglewood Resort and Spa
Hyatt Place Itasca

Hyatt Place Itasca

1150 North Arlington Heights Road Itasca IL
Fully refundableReserve now, pay when you stay
CA $131
CA $146 total
Oct 4 - Oct 5
includes taxes & fees
Hyatt Place Itasca
The Westin Chicago Northwest

The Westin Chicago Northwest

400 Park Blvd Itasca IL
Fully refundableReserve now, pay when you stay
CA $225
CA $251 total
Oct 9 - Oct 10
includes taxes & fees
The Westin Chicago Northwest
See all 3,488 properties in Itasca
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.

What to do in Itasca

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Flyover in Chicago

Flyover in Chicago

CA $39
per adult
96% of travellers recommend
Flyover in Chicago
See all activities in Itasca

Frequently asked questions

How much does an Itasca vacation package cost?
Offering great value package deals from CA $667 on Expedia, you'll be pleasantly surprised at how much a vacation to Itasca costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Itasca?
You can typically find lower prices and greater availability in January, February and November. Explore our cheap Itasca vacation packages and you could land some great off-season deals.
How many days is enough for Itasca?
We'd suggest booking an Itasca vacation for at least 2 days. This gives you time to visit top sights including Pirates Cove Childrens Theme Park and The Oasis Water Park, as well as explore neighbourhoods like Medinah and South Addison. You might even be able to fit in one or two day trips beyond Itasca.
How to find the best Itasca package deals?
Landing a cheap Itasca package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Itasca package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book an Itasca vacation as a package?
You can enjoy significant savings on your Itasca retreat by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Itasca?
Land fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Itasca getaway.
How to plan a trip to Itasca?
  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the available activities will also help you decide when to visit Itasca.
  2. Plan your budget wisely: On top of the price of your accommodations, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that may come up during your trip to Itasca.
  3. Work out your trip length: Consider how much time you want to spend exploring Itasca. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, book the right Itasca vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.