Deerfield Vacations from ￥292,470

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The Latest Deerfield Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
so I gotta say The royal sonesta river north in particular is amazing it feels more like a hotel, it feels like a small community and all the staff and guest know each other. The front desk woman Gabby is amazing and dope as heck. Shaunda is a travel guide there, shes hilarious and gave us wonderful recommendations in the area. Antwonne is a dope Bellman great service and attitude. Every detail was perfect Jessenia apart of the housekeeping staff has such good attention to detail when it came to fixing up and cleaning the room everything was so organized and neat. Now to the room it couldn't have been more perfect they upgraded us to the luxury suite and it was beautiful (use the tub as much as you can)

Reviewed on Aug 15, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
One of the best hotels. I will definitely stay here again.

Reviewed on Aug 16, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
Food options need more variety.

Reviewed on Aug 16, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
The staff was wonderful. Very pleasant and helpful. They gave us a complimentary upgrade beacuse it was me and my husband's anniversary. The room was nice and big. I loved the view and all the windows. Highly recommend!

Reviewed on Aug 17, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Fantastic place to stay….close to the lake, shopping and dining.

Reviewed on Aug 14, 2025

Find the Best Deerfield Vacation Packages

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 ￥21,144 per night from Aug 24 to Aug 25
￥21,144
￥24,101 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,239 reviews)
"We enjoyed our stay!"

Reviewed on Aug 13, 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 ￥16,338 per night from Aug 31 to Sep 1
￥16,338
￥18,458 total
Aug 31 - Sep 1
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"It was clean and the room was convenient."

Reviewed on Aug 12, 2025

Hyatt Regency Deerfield
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

3 out of 5
2000 South Lakeside Dr, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is ￥13,137 per night from Sep 14 to Sep 15
￥13,137
￥14,580 total
Sep 14 - Sep 15
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"All aspects of my stay were excellent. The breakfast in particular is well done!"

Reviewed on Aug 13, 2025

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
See all 2,203 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.

Discover the most popular places to visit in Deerfield

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

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
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Deerfield

River tour boat in Chicago

Architecture River Tour

￥6,122
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

￥6,646
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

￥5,981
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Deerfield

Frequently asked questions

How much does a Deerfield vacation package cost?
Offering excellent value package deals from ￥292,470 on Expedia, you'll be surprised at how little a vacation to Deerfield costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Deerfield?
If you'd like to book a cheap Deerfield vacation package, consider visiting in January, February and March. You'll usually find better prices on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Deerfield?
The ideal length of your Deerfield vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to check out all the major sights and explore some hidden spots along the way.
How to find the best Deerfield package deals?
Landing a cheap Deerfield package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most affordable Deerfield package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Deerfield vacation as a package?
You can enjoy significant savings on your Deerfield escape by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Deerfield?
If you're considering a spontaneous Deerfield vacation, browse 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 find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Deerfield?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Deerfield.
  2. Plan your budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that could arise during your trip to Deerfield.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Deerfield. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodations: After you've settled on your trip dates and duration, lock in the ideal 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.