Deerfield Vacation Packages

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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.
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
per person
Jun. 12 - Jun. 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
Great property in Chicago. Quiet rooms

Reviewed on Apr. 28, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 18 - Jun. 23
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
8.8/10 Excellent! (1,988 reviews)
Stayed at Swissotel but very close to Hyatt Regency Chicago (0.2 miles) where my meeting was held.

Reviewed on Apr. 30, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 12 - Jun. 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,605 reviews)
Love the rooftop! You get a beautiful view of the city.

Reviewed on Apr. 30, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 18 - Jun. 23
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
9.4/10 Exceptional! (3,465 reviews)
Loved the location, the best roof top in Chicago!

Reviewed on Apr. 27, 2025

Dorothy's

Dorothy's

3 out of 5
Lakeview
Save 100% on your flight
per person
Jun. 23 - Jun. 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.4/10 Very Good! (24 reviews)
Parking is difficult. Closest designated spot was 2 blocks away. Booking was easy enough but communication between site and accommodation was inefficient. Email was not passed on for final access instructions to unmanned accommodation site. The finalisation process did not allow for visitors with International phone numbers to be contacted directly either. Login does not accept driver's licence picture.

Reviewed on Apr. 28, 2025

Ready to book your vacation to Deerfield?

 

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Deerfield Hotel Deals

Embassy Suites by Hilton Chicago North Shore Deerfield
Embassy Suites by Hilton Chicago North Shore Deerfield
4 out of 5
1445 Lake Cook Rd, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from May 18 to May 19
CA $198
CA $226 total
includes taxes & fees
May 18 - May 19
8.8/10 Excellent! (1,252 reviews)
"Cool layout, loved the restaurant/bar in the center of the hotel"

Reviewed on Apr. 23, 2025

Embassy Suites by Hilton Chicago North Shore Deerfield
Hyatt Regency Deerfield
Hyatt Regency Deerfield
4 out of 5
1750 Lake Cook Rd, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from May 2 to May 3
CA $164
CA $185 total
includes taxes & fees
May 2 - May 3
8.4/10 Very Good! (1,004 reviews)
"The fold out couch was filthy when we opened it"

Reviewed on Apr. 22, 2025

Hyatt Regency Deerfield
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from May 18 to May 19
CA $210
CA $239 total
includes taxes & fees
May 18 - May 19
8.6/10 Excellent! (1,522 reviews)
"Clean!"

Reviewed on Apr. 26, 2025

Hyatt Regency O'Hare Chicago
See all 2,101 properties in Deerfield
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

Frequently asked questions

How much does a Deerfield vacation package cost?
You can snap up a vacation package to this popular destination from CA $851 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.

Discover the most popular places to visit in Deerfield

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
Six Flags Great America featuring rides

Six Flags Great America

4.5/5(5 reviews)

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
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 Deerfield

Flyover in Chicago

Flyover in Chicago

CA $53
per adult
98% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

CA $67
per adult
94% of travellers recommend
Architecture River Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

CA $62
per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Deerfield
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.