A coastal landscape with a sandy path leading to a beach, surrounded by grassy fields and trees.

Union Pier Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your Union Pier Vacation

Take the stress out of planning your next epic adventure with a Union Pier vacation package. Whether you're in town for its history, food or something else, there's an inexhaustible array of experiences to be had. A trip to Union Pier is a great opportunity to do some sightseeing. Be sure to look around well-known attractions like Four Winds Casino New Buffalo, New Buffalo Public Beach and Townline Beach. Your ideal Union Pier vacation is just clicks away. Browse hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

Top Union Pier vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 19 - Dec 23

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,880 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YYZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,298
    CA $896
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • Jan 21 - Jan 24

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,164 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    Save 100% on your flight
    CA $1,353
    CA $941
    per traveller
    found 1 day ago
    Pendry Chicago
  • Jan 21 - Jan 24

    The Peninsula Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,012 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    Save 100% on your flight
    CA $1,899
    CA $1,337
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Dec 29 - Jan 3

    Park Hyatt Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    "This place was amazing and the hotel staff was extremely helpful"
    Reviewed November 10, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • Nonstop
    CA $3,257
    CA $2,340
    per traveller
    found 18 hours ago
    Park Hyatt Chicago
  • Jan 21 - Jan 24

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,783 reviews)
    "Everything was nice. The room was clean and a nice size but it’s the views that make it worthwhile! Waking up & seeing the beautiful sunrise over the lake was amazing!!"
    Reviewed November 11, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,284
    CA $938
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton

Discover the most popular places to visit in Union Pier

Union Pier 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 Union Pier vacation package cost?

Offering excellent value package deals from CA $896 on Expedia, you'll be surprised at how little a vacation to Union Pier costs! Expedia's packages make travel planning easier and save you more.

What are the cheapest months to go to Union Pier?

The off-season is the best time to head to Union Pier if you're hoping to keep costs down. Another tip for scoring cheap Union Pier vacation packages? Try to avoid public holidays and any major events or festivals.

How many days is enough for Union Pier?

Dedicate at least 3 days for your Union Pier vacation to enjoy everything that makes this place special. Stroll around popular areas, including Gordon Beach and Harbert. Then head to the top attractions like Townline Beach and Cherry Beach. With a good itinerary, you can keep busy with room for some relaxation too. Want to go beyond Union Pier? Consider fitting in a day trip or two.

How to find the best Union Pier package deals?

Start your search for a Union Pier package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Union Pier package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Union Pier escape underway.

Is it cheaper to book a Union Pier vacation as a package?

An Expedia vacation package could land you great savings when compared to arranging flights and stays separately. Better still, you can customize your Union Pier trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.

How to plan a trip to Union Pier?

  1. Choose when to go: Check your diary and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to visit Union Pier.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to set aside for your trip to Union Pier. Then, select a property that matches your budget, whether that's an affordable option or a more luxurious getaway.
  3. Decide how long to go away for: Now that you're up to speed on Union Pier, you can figure out the ideal length of your break. Create a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Union Pier vacation 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.