A serene lake with a wooden dock, a bench, and a gazebo.

Deerfield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Deerfield Vacation

Save time and energy on your travel planning by booking a Deerfield vacation package. One of the best neighborhoods to stay in this amazing city is Riverwoods, which is great for nature and lots more. A trip to Deerfield is a superb opportunity to do a bit of sightseeing. Make sure you visit well-known attractions like Chicago Botanic Garden, Lake Forest College and Marriott Theatre. Expedia can help you escape your routine. Tailor your vacation to Deerfield to match your travel style, whatever that may be!

Top Deerfield vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 21 - Jan 24

    Le Méridien Essex Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything."
    Reviewed November 3, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $914
    CA $671
    per traveller
    found 1 day ago
    Le Méridien Essex Chicago
  • 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
  • Jan 21 - Jan 24

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,880 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,107
    CA $794
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • 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 (2,782 reviews)
    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

Where to stay in Deerfield

Find the best Deerfield areas and neighborhoods for the activities you enjoy most. Learn more about Deerfield
Learn more about Deerfield

Bannockburn

The restaurants, shopping, and lake views are just a few things travelers enjoy about Bannockburn. If you want to experience more of the area, check out Ravinia Green Country Club or Marriott Theatre.

Riverwoods

Visitors to Riverwoods enjoy its restaurants, and if you want to do some exploring, Ravinia Green Country Club is worth a stop.

Coromandel

While Coromandel might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sportsman's Country Club and Northbrook Sports Complex.

Discover the most popular places to visit in Deerfield

Deerfield 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 Deerfield vacation package cost?

You can snap up a vacation package to this popular destination from CA $671 on Expedia. But how much your vacation to Deerfield costs will depend on the season, hotel choice and length of stay.

What are the cheapest months to go to Deerfield?

If you'd like to snag a cheap Deerfield vacation package, consider visiting in January, February and March. You'll typically find better rates on airfares and hotels during these quieter months — perfect for a budget-friendly break.

How many days is enough for Deerfield?

To fully enjoy a Deerfield vacation, we suggest booking for 2 days. Divide your time between discovering The Glen Club, Marriott Theatre and other leading sights, in addition to exploring neighbourhoods like Riverwoods and Bannockburn. If you've got some time to spare, add a day trip to your Deerfield vacation itinerary.

How to find the best Deerfield package deals?

Use Expedia's handy filters to help you find some of the best Deerfield package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Deerfield package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.

Is it cheaper to book a Deerfield vacation as a package?

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

When to book a vacation package to Deerfield?

If you have your Deerfield travel dates finalized, book early to grab some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.

How to plan a trip to Deerfield?

  1. Choose your dates: The things you'd like to do in Deerfield and your favourite season can help you decide when to get away.
  2. Set a budget: Factor in expenses like food, flights and transportation when working out how much to set aside for your trip to Deerfield. Then, pick a hotel that fits your budget, whether that's a low-cost stay or a more upscale getaway.
  3. Decide your trip length: Consider how much time you want to spend exploring Deerfield. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the perfect Deerfield 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.