Deerfield Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
The Talbott, Autograph Collection
Downtown Chicago
Price was CA $1,271, price is now CA $892 per person
CA $892
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (120 reviews)
The hotel is fresh and clean. Very nice facility. Staff anre wonderful. Only comment is there should be free water in the rooms, at least for Marriott members. For the rates charged, water should be included. Water pressure is a bit low.
Reviewed on Jun 21, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,474, price is now CA $997 per person
CA $997
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.2/10 Very Good! (2,767 reviews)
Overall, the hotel was okay for the price, but pretty basic. The room was very simple and lacked some expected amenities—there were no slippers provided, which was a bit disappointing. Also, the area around the bed wasn’t very clean, which affected the overall experience.
I paid $170 per night, and for that price, I expected a bit more attention to cleanliness and comfort. It’s not terrible, but definitely not great either.
Reviewed on Jun 22, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,871, price is now CA $1,383 per person
CA $1,383
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,850, price is now CA $1,372 per person
CA $1,372
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (498 reviews)
The place was serene,close proximity to Fulton market and had amazing views
Reviewed on Jun 22, 2026
Hampton Inn & Suites Chicago Medical District UIC
Near West Side
Price was CA $1,290, price is now CA $958 per person
CA $958
per person
Sep 14 - Sep 17
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.6/10 Exceptional! (622 reviews)
James at the front desk was absolutely incredible. It was a quick stay due to storms in the area, but James' professionalism and care added some positivity to an otherwise stressful travel experience.
Reviewed on Jun 22, 2026
Deerfield Hotel Deals
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Jun 29 to Jun 30
CA $167
CA $189 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (1,019 reviews)
"Extremely clean rooms, staff was super helpful and very friendly! Would easily recommend here!!"
Reviewed on Jun 22, 2026
Embassy Suites by Hilton Chicago North Shore Deerfield
1445 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jul 12 to Jul 13
CA $194
CA $221 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (1,318 reviews)
"Great staff!"
Reviewed on Jun 18, 2026
Chicago Marriott Suites Deerfield
2 Parkway N Deerfield IL
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Jul 3 to Jul 4
CA $211
CA $238 total
Jul 3 - Jul 4
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"The bed sheets look dirty at times.. and this has not been my first time there. Just didn't want to review it but at times there's stains that look like mold."
Reviewed on Jun 21, 2026
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
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(3 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4.5/5(460 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Deerfield
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Chicago By Night River and Lake Cruise
CA $69
per adult
94% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
