Itasca Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    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.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,333 reviews)
We really enjoyed our stay but felt the price was too high for the size of the room, and the lack of places to sit in the room. Only one chair.

Reviewed on Jul. 1, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (627 reviews)
The rooms here are so spacious and all updated. It was a four of us for a girl’s trip and it was perfect for our group. The only frustrations were the balcony door was locked and unable to open and everytime you have to get in the garage to park your car, you have to dial a number.

Reviewed on Jul. 4, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Staff was very friendly and helpful. We had a great stay in every way possible!

Reviewed on Jun. 30, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.

Reviewed on Jun. 27, 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 26
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (215 reviews)
other than the mold on the soap dispenser this hotel is beautiful

Reviewed on Jun. 27, 2025

Ready to book your vacation to Itasca?

 

Choose your dates

Itasca Hotel Deals

The Westin Chicago Northwest
The Westin Chicago Northwest
4 out of 5
400 Park Blvd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Jul 20 to Jul 21
CA $161
CA $180 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Excellent!"

Reviewed on Jun. 29, 2025

The Westin Chicago Northwest
Eaglewood Resort and Spa
Eaglewood Resort and Spa
4 out of 5
1401 Nordic Rd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Jul 7 to Jul 8
CA $172
CA $218 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
"Always a wonderful stay! Everything here is first rate."

Reviewed on Jun. 30, 2025

Eaglewood Resort and Spa
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 $260 per night from Jul 26 to Jul 27
CA $260
CA $305 total
Jul 26 - Jul 27
includes taxes & fees
8/10 Very Good! (2,048 reviews)
"Convenient to airport after flight got cancelled not once but twice ."

Reviewed on Jul. 2, 2025

Hilton Chicago O'Hare Airport
See all 3,393 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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
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
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

What to do in Itasca

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $61
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Itasca

Frequently asked questions

How much does an Itasca vacation package cost?
Offering great value package deals from CA $712 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.