Stickney 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 Stickney Vacation
When a city break is calling, answer it with a Stickney vacation package. The neighborhood of Magnificent Mile, which is great for cafes, shopping and history, makes a wonderful base for your adventures. When the time comes to head out and explore, be sure to put Morton College and Hawthorne Works Museum on the to-do list for your trip to Stickney. Don't delay exploring this destination any longer. Your perfect Stickney vacation is a couple of clicks away with Expedia.
Top Stickney Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
CA $1,805
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Free upgrade was amazing and staff were even better. Thank you.
Reviewed on Oct 6, 2026
Ready to book your vacation to Stickney?
Stickney Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $165
CA $197 total
Nov 2 - Nov 3
includes taxes & fees
8/10 Very good! (10,198 reviews)
"Old place, needs some love ( painting, repairs to walls, peeling wallpaper etc.) One working elevator of 2 ( to odd # rooms all in one area only?!) took forever. Had brkfst delivered one of our 2 mornings - tray was still there 24 hrs later. Stopped in cozy bar both nights and enjoyed the nice bartender! ..."
Reviewed on Oct 6, 2026
River Hotel
75 East Wacker Drive Chicago IL
CA $237
CA $282 total
Nov 1 - Nov 2
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $203
CA $242 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very good! (2,433 reviews)
"Probably won’t ever stay here again. But it’s close to the lake which is nice."
Reviewed on Oct 7, 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.
Stay near popular Stickney attractions
Hawthorne Race Course
You can take time to visit Hawthorne Race Course during your travels to Stickney.
What to do in Stickney
Skydeck Chicago at Willis Tower
CA $59
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Stickney vacation package cost?
You'll find cheap prices from CA $1,217 on Expedia for your Stickney getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Stickney costs.
What are the cheapest months to go to Stickney?
You're likely to find reduced prices and greater availability in January, February and November. Explore our cheap Stickney vacation packages and you could score some great off-season discounts.
How many days is enough for Stickney?
With a well-planned itinerary, you can easily visit the most popular Stickney attractions in a few days. But if you prefer to venture off the beaten track or go on day trips, consider booking your Stickney vacation for longer.
How to find the best Stickney package deals?
Landing a cheap Stickney package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Stickney package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Stickney vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the freedom to create a tailored Stickney vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Stickney?
If you have your Stickney vacation dates confirmed, book as early as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Stickney?
- Choose when to travel: Check your diary and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to vacation in Stickney.
- Budget wisely: On top of the cost of your hotel, you should consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Stickney.
- Decide how many days away: Start by compiling a list of the activities and attractions you want to get to in Stickney. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Stickney vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
