Itasca Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Itasca

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 S$158 per night from 29 Jun to 30 Jun
S$158
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"The overall stay was great, staff were really nice and informative. Only issue we had was that the shower was really cold anytime we took a shower during the trip."

Reviewed on 11 Jun, 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 S$212 per night from 22 Jun to 23 Jun
S$212
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Liked the idea that i can call the front desk if i wanted the daily service done during my stay"

Reviewed on 8 Jun, 2025

Eaglewood Resort and Spa
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 S$172 per night from 2 Jul to 3 Jul
S$172
2 Jul - 3 Jul
includes taxes & fees
8.8/10 Excellent! (1,113 reviews)
"Clean, staff very attentive and cordial."

Reviewed on 10 Jun, 2025

Crowne Plaza Chicago West Loop by IHG
See all 3,376 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.

Frequently asked questions

How much does an Itasca holiday package cost?
You’ll find cheap prices on Expedia for your Itasca break. However, factors like the length of stay, hotel choice and season will determine how much your holiday to Itasca costs.
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 holiday packages and you could land some great off-season discounts.
How many days is enough for Itasca?
With a well-organised travel plan, you can easily visit the most popular Itasca sights in a few days. But if you’d like to explore off the beaten track or go on day trips, think about booking your Itasca holiday for longer.
How to find the best Itasca package deals?
Start your search for an Itasca package deal by entering your travel dates and destination under our “Packages” tab. Then apply a few filters, like “Popular locations” and “Property type,” to tailor the results to your exact needs. You can also sort by “Package discount” and discover offers that come with huge savings. If you don’t find the ideal Itasca package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Itasca adventure underway.
Is it cheaper to book an Itasca holiday as a package?
You can enjoy significant savings on your next Itasca break by booking a personalised holiday package. Click on the “Package” heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Itasca?
If you’re planning a spur-of-the-moment Itasca getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Itasca?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Itasca.
  2. Budget wisely: As well as the price of your stay, you’ll need to consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected costs that may arise during your trip to Itasca.
  3. Decide how long to go for: Now that you’re more familiar with Itasca, you can work out the right length of your break. Pull together a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your accommodation and airfare: After you’ve settled on your trip dates and duration, lock in the right Itasca holiday package for you.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
Six Flags Great America which includes rides

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

What to do in Itasca

River tour boat in Chicago

Architecture River Tour

S$63
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

S$58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

S$43
per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Itasca

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.