Dearborn Homes 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
Top Holiday Package Deals in Dearborn Homes
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
CA $844
per person
Oct 30 - Nov 1
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Pros: Location is excellent. View was excellent. They upgraded my room from the 4th floor to the 28th floor at no extra cost. Cleaned when I requested.
Cons: Staff was a bit snooty snooty hoity toity. Didn't know I had to pay for parking so that cost more than I budgeted for, it was also an unnecessary hassle to do due to poor internet connection. Confusing amenity fees that I thought I was properly taking advantage of but toward the end felt was taking advantage of me to extract more money. I requested some items be brought up to our room only for staff to tell me I had to come down to the lobby myself to grab them.
Ultimately I can summarize the experience easily as its not worth what I paid for. Also no pool but thats more on me for not checking for that ahead of time.
Reviewed on Aug 26, 2026
Four Seasons Hotel Chicago
Downtown Chicago
CA $1,950
per person
Nov 5 - Nov 8
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Amazing hotel in excellent location. We loved our stay and hope to return for another trip to Chicago.
Reviewed on Aug 23, 2026
Where to stay in Dearborn Homes
Find the best Dearborn Homes areas and neighborhoods for the activities you enjoy most. Learn more about Dearborn Homes
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Dearborn Homes Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $145
CA $172 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (10,322 reviews)
"Staff at the front desk were friendly and helpful during check-in and throughout our stay. Unfortunately, the room itself made it very difficult to actually rest. We were on the 12th floor, and street noise came through all night as if the windows weren't sealed at all — there was essentially no ..."
Reviewed on Aug 27, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $185
CA $220 total
Aug 31 - Sep 1
includes taxes & fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $337
CA $395 total
Sep 18 - Sep 19
includes taxes & fees
8.4/10 Very good! (2,446 reviews)
"Very convenient, helpful staff"
Reviewed on Aug 26, 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.
Frequently asked questions
How much does a Dearborn Homes vacation package cost?
From as little as CA $844. Yes, you read that correctly. Our Dearborn Homes vacation packages are an easy way to stretch your budget further. Combine your favorite flights, hotels and rental car and get to know this popular destination.
How do I get a cheap travel package to Dearborn Homes?
Lock in flights that suit your schedule, add a hotel to your booking and watch how much you save with a Dearborn Homes vacation package. It's that easy! From hotels and flights to rental cars and activities, Expedia is your gateway to cheap travel. And with over 550 air carriers and 1,000,000 properties worldwide to select from, you'll never be short of choice.
Where should I stay in Dearborn Homes?
Most people who visit Dearborn Homes include University of Chicago and Chicago Museum of Science and Industry on their bucket lists. Why not book a hotel as close as possible to these top attractions?
How far in advance should I book my Dearborn Homes vacation?
To bag rock-bottom prices, book as soon as you can. Air carriers generally release tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway in Dearborn Homes, there are always plenty of great deals on Expedia. Book your escape today!
What does an Expedia Dearborn Homes travel package include?
Hotels, flights and a cool set of wheels for all your road trip adventures. Simply choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of experiences and tours and watch your savings pile up. When it comes to organizing your Dearborn Homes escape, you're the one in control!
What should I know before booking a Dearborn Homes travel package?
Design deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we're a one-stop shop for all of them. You'll save precious dollars just for bundling your bookings. Whether you're going on a snow and ski adventure or kicking back on a warm beach, your ideal getaway is just a few clicks away.
Can I choose my airline with a Dearborn Homes Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Dearborn Homes vacation package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or change your Dearborn Homes vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, have a look at our Customer Service Portal for more information.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.