Hines Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, 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.
Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,014 reviews)
Convenient to O’Hare, but the free shuttle did not answer our phone call when we were at the airport needing a ride. From the hotel it was very easy to book it via the front desk.

Reviewed on Jul. 6, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,333 reviews)
Hotel staff and room were awesome..bed very comfortable. Coffee shop was great had great fast breakfast options. Had Miss Rickie's one day was really great food. Only complaint would be the rooftop bar evening clientele...did not feel comfortable and they were loud and raucous.

Reviewed on Jul. 8, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Beautiful!! Location, room, security, everything was perfect! Very classy, elegant!

Reviewed on Jul. 9, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
It’s a great location for walk around the beautiful downtown of Chicago. People were so helpful and friendly. Definitely I’ll consider coming back.

Reviewed on Jul. 7, 2025

Ready to book your vacation to Hines?

 

Choose your dates

Hines Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Aug 5 to Aug 6
CA $183
CA $215 total
Aug 5 - Aug 6
includes taxes & fees
7.8/10 Good! (8,904 reviews)
"Perfect to a short o long stay. Great location if you are planing to visiting Museums, Parks and Iconic places."

Reviewed on Jul. 7, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is CA $278 per night from Aug 10 to Aug 11
CA $278
CA $370 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (1,992 reviews)
"Great hotel. Near fantastic walkable stops."

Reviewed on Jul. 7, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Aug 10 to Aug 11
CA $236
CA $277 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,406 reviews)
"Everything !!"

Reviewed on Jul. 8, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,867 properties in Hines
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Hines

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Hines

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $61
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Hines

Frequently asked questions

How much does a Hines vacation package cost?
Offering excellent value package deals from CA $488 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.