Hines 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 Hines Vacation
With plenty of highlights as well as hidden gems, this city is best explored with a Hines vacation package. Check out places to stay in Magnificent Mile, which is great for cafes, shopping and history. You'll want to go sightseeing during your trip to Hines. Carve out some time for popular attractions like Brookfield Zoo, Oakbrook Center Mall and Frank Lloyd Wright Historic District. No matter your travel plans or the size of your budget, putting together the ultimate tailored Hines vacation is a piece of cake with Expedia.
Top Hines Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
CA $1,122
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (576 reviews)
El edificio es muy bueno, la atención del personal pésimo, siempre mal predispuestos para ayudar!
Reviewed on Oct 17, 2026
Ready to book your vacation to Hines?
Hines Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $148
CA $176 total
Nov 11 - Nov 12
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $215
CA $256 total
Nov 1 - Nov 2
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
CA $182
CA $216 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very good! (2,418 reviews)
"terrible service"
Reviewed on Oct 18, 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.
What to do in Hines
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 Hines vacation package cost?
Offering excellent value package deals from CA $1,063 on Expedia, you'll be pleasantly surprised at how much a vacation to Hines costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Hines?
January, February and November are the best times to look for cheap Hines vacation packages. Opting to travel in quieter periods means you can typically find better prices on accommodations and flights.
How many days is enough for Hines?
With around 2 days, you'll have plenty of time to visit popular neighbourhoods like Clearing and North Riverside during your Hines vacation. Remember to also add Galloping Ghost and Madison Street Theatre to your must-see list. Up for some more adventures? Consider venturing outside of Hines on day trips and tours.
How to find the best Hines package deals?
Finding a cheap Hines package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add some filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Hines package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Hines vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels individually. Better still, you can tailor your Hines escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Hines?
If you've got your Hines vacation dates locked in, book early to grab some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Hines?
- Choose when to get away: Check your calendar and get your bags packed. Your favourite season and the activities on offer will also help you decide when to vacation in Hines.
- Set your budget: Factor in expenses like flights, transportation and food when working out how much to save for your trip to Hines. Then, pick a hotel that fits your budget, whether that's a low-cost stay or a more luxurious retreat.
- Decide how long to go away for: Now that you're up to speed on Hines, you can figure out the perfect length of your break. Create a draft itinerary and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Hines vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
