Hines Vacation Packages
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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.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
CA $1,152
per person
Jan 3 - Jan 9
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.6/10 Excellent! (1,015 reviews)
We had an early arrival, and first had only planned to store the luggage. Very friendly at reception had a nice surprise that rooms were already available - no extra costs.
All staff was very attentive,
Reviewed on Oct 18, 2026
Swissotel - Chicago
Downtown Chicago
CA $1,163
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,523 reviews)
Disappointing experience at the Swissotel. The rooms were not very clean and had to call the concierge a few times due to missing items such as an iron and toiletries. Otherwise, a decent stay if you have low expectations.
Reviewed on Oct 18, 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
8/10 Very good! (10,144 reviews)
"This was a fabulous hotel. We only had one night on our road trip from OH back to WA State, and it was close to everything we wanted to do on our short visit. Lovely park across the street from the hotel. Would definitely recommend."
Reviewed on Oct 18, 2026
River Hotel
75 East Wacker Drive Chicago IL
CA $215
CA $256 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 $171
CA $203 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very good! (2,524 reviews)
"This is an old hotel with small elevators old stairwells which don't have handrails on both sides. the rooms are nice."
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.
