A cityscape with tall buildings, a river, and a bridge at dusk.

North Chicago Holidays from AU$3,689

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Your North Chicago Holiday

The diversity and rich history are just the start of the things North Chicago has to offer. Enjoy the sights and sounds of this lively city the way you want with a tailor-made North Chicago holiday package. Fill your spare time with visits to Six Flags Great America, Genesee Theatre and Lake Forest College, some of the top attractions you shouldn't miss during a trip to North Chicago. No matter your travel plans or budget, putting together a tailored North Chicago holiday is a breeze with Expedia.

The Latest North Chicago holiday deals

Price found within the past 48 hours. Click for updated prices.
  • 28 Dec - 3 Jan

    The Godfrey Hotel Chicago + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    8.8/10 - Excellent (2,609 reviews)
    "I liked my stay with Godfrey , but furniture needs updating curtains need updating and the rooms are too small …. I love the window view of the city and the rooftop"
    Reviewed November 11, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$4,440
    AU$3,689
    per traveller
    found 11 hours ago
    The Godfrey Hotel Chicago
  • 28 Dec - 3 Jan

    The Peninsula Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.8/10 - Exceptional (1,012 reviews)
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$7,537
    AU$5,906
    per traveller
    found 11 hours ago
    The Peninsula Chicago
  • 28 Dec - 3 Jan

    Swissotel - Chicago + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    9.0/10 - Wonderful (3,578 reviews)
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$4,711
    AU$3,890
    per traveller
    found 11 hours ago
    Swissotel - Chicago
  • 28 Dec - 3 Jan

    Arlo Chicago + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.4/10 - Exceptional (2,424 reviews)
    "Great."
    Reviewed November 10, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$4,555
    AU$3,774
    per traveller
    found 11 hours ago
    Arlo Chicago
  • 28 Dec - 3 Jan

    The Talbott, Autograph Collection + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    9.4/10 - Exceptional (199 reviews)
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$4,447
    AU$3,695
    per traveller
    found 11 hours ago
    The Talbott, Autograph Collection

North Chicago Hotel Deals

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 a North Chicago holiday package cost?

Offering great value package deals from AU$3,689 on Expedia, you'll be pleasantly surprised at how much a holiday to North Chicago costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to North Chicago?

You can typically find lower prices and greater availability in February, March and December. Take a look at our cheap North Chicago holiday packages and you could land some great off-season discounts.

How many days is enough for North Chicago?

The ideal length of your North Chicago holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to visit all the leading attractions and explore some hidden spots along the way.

How to find the best North Chicago package deals?

Landing a cheap North Chicago package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can customise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable North Chicago package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.

Is it cheaper to book a North Chicago holiday as a package?

An Expedia holiday package could land you significant savings when compared to arranging flights and stays separately. Better still, you can tailor your North Chicago getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.

When to book a holiday package to North Chicago?

Score incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu North Chicago getaway.

How to plan a trip to North Chicago?

  1. Choose when to travel: Check your schedule and get packing. Your favourite season and the activities on offer will also help you decide when to visit North Chicago.
  2. Set a budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to North Chicago. Then, select a property that matches your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Decide your trip length: Think about how long you'd like to spend discovering North Chicago. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a North Chicago holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.