Hines Holidays
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Hines Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
S$701
per person
21 Nov - 27 Nov
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (3,105 reviews)
Great place to stay! The location is excellent, close to plenty of restaurants and just one mile from Millennium Park. Subway and bus stations are also nearby, making it easy to get around the city. The staff is very friendly and welcoming. I would definitely recommend this place!
Reviewed on 20 Oct, 2026
Top hotels in Hines
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$163
10 Nov - 11 Nov
includes taxes & fees
8/10 Very good! (10,176 reviews)
"The room I stayed in 1270 was terrible maintained. It was clean but shower seemed to have be poorly repaired too many times, toilet was loose and a bit crooked, the door nob on the bathroom door coming off, door on the dresser also crooked and tiles on the bathroom floor broken. The hotel does not ..."
Reviewed on 21 Oct, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$183
11 Nov - 12 Nov
includes taxes & fees
8/10 Very good! (2,546 reviews)
"calm environment Bar section is nice for some drinks"
Reviewed on 21 Oct, 2026
River Hotel
75 East Wacker Drive Chicago IL
S$232
1 Nov - 2 Nov
includes taxes & fees
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
S$54
per adult
88% of travellers recommend
Frequently asked questions
How much does a Hines holiday package cost?
You'll find cheap prices from S$701 on Expedia for your Hines getaway. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Hines costs.
What are the cheapest months to go to Hines?
January, February and November are the best times to look for cheap Hines holiday packages. Choosing to travel in less busy months means you can typically find better prices on hotels and flights.
How many days is enough for Hines?
Typically, a handful of days is enough to visit the main attractions during your Hines holiday. But if you want to have time to kick back or go on day trips, consider extending your itinerary.
How to find the best Hines package deals?
Use Expedia's filter tool to find some of the best Hines package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Hines package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Hines holiday as a package?
You can enjoy significant savings on your next Hines getaway by booking a customised holiday package. Check the "Package" heading, then enter your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Hines?
Enjoy amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Hines break.
How to plan a trip to Hines?
- Choose your dates: The things you plan to do in Hines and your preferred season will help you decide when to get away.
- Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Hines.
- Decide how many days away: Start by listing all the attractions you'd like to experience in Hines. Then, estimate how long you'll need for each, including any travel time.
- Bundle your airfare and accommodation: After you've settled on your travel dates and duration, book the ideal Hines holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
