Itasca Vacation Packages

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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.
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,354, price is now CA $817 per person
CA $817
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.

Reviewed on Aug. 17, 2025

The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was CA $1,772, price is now CA $1,025 per person
CA $1,025
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,156 reviews)
The room and view were super nice. Even with not being on the waterfront side of the build we werent disappointed. Check in staff could be nicer but the bar staff was excellent. Nice and informative for travelers. The pier was i. Walking distance. Food and shopping all around and spotless insude and out. Really enjoyed the stay

Reviewed on Aug. 20, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was CA $2,100, price is now CA $1,236 per person
CA $1,236
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Friendly staff, clean and comfortable, convenient location

Reviewed on Aug. 20, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,930, price is now CA $2,317 per person
CA $2,317
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,851, price is now CA $1,121 per person
CA $1,121
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on Aug. 19, 2025

Ready to book your vacation to Itasca?

 

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Itasca Hotel Deals

Hyatt Place Itasca

Hyatt Place Itasca

3 out of 5
1150 North Arlington Heights Road, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Aug 24 to Aug 25
CA $132
CA $146 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,016 reviews)
"xx"

Reviewed on Aug. 19, 2025

Hyatt Place Itasca
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is CA $230 per night from Aug 25 to Aug 26
CA $230
CA $270 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,396 reviews)
"Great experience. Close to everything."

Reviewed on Aug. 20, 2025

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Sep 12 to Sep 13
CA $249
CA $292 total
Sep 12 - Sep 13
includes taxes & fees
8.2/10 Very Good! (2,096 reviews)
"The room was clean and the bed was comfortable. The staff was courteous and helpful."

Reviewed on Aug. 18, 2025

Hilton Chicago O'Hare Airport
See all 3,378 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.
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Discover the most popular places to visit in Itasca

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

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.

Michigan Avenue
Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Itasca

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Itasca

Frequently asked questions

How much does an Itasca vacation package cost?
Offering great value package deals from CA $817 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.