Indian Head Park Holidays

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Top hotels in Indian Head Park

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 S$283 per night from 14 Sept to 15 Sept
S$283
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (8,922 reviews)
"Great hotel overall. Definitely makes you feel back in time, but the bedrooms have a balance of new and old. Although a few hairs were found in the towels, despite being changed daily, I do appreciate how efficient the staff was at keeping all clean and running. Dinning is not the best, but it’s ..."

Reviewed on 15 Aug, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$293 per night from 2 Sept to 3 Sept
S$293
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,856 reviews)
"Pleasant experience. Accommodations were good. Surrounding area was convenient to shopping, eateries and p parks."

Reviewed on 13 Aug, 2025

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$229 per night from 25 Aug to 26 Aug
S$229
25 Aug - 26 Aug
includes taxes & fees
8.4/10 Very Good! (3,681 reviews)
"Hotel was quiet. Room was comfortable. Location was great."

Reviewed on 13 Aug, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,722 properties in Indian Head Park
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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Indian Head Park

River tour boat in Chicago

Architecture River Tour

S$53
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Indian Head Park

Frequently asked questions

How much does an Indian Head Park holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Indian Head Park costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Indian Head Park?
January, February and November are great times to look for cheap Indian Head Park holiday packages. Choosing to travel in less busy months means you can generally find lower prices on flights and hotels.
How many days is enough for Indian Head Park?
With a well-planned schedule, you can easily hit the main Indian Head Park sights in a handful of days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Indian Head Park holiday for longer.
How to find the best Indian Head Park package deals?
Use Expedia's filter tool to find some great Indian Head Park package deals. When you start 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 adventure for midweek, or browse for Indian Head Park package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book an Indian Head Park holiday as a package?
You can enjoy significant savings on your next Indian Head Park getaway by booking a personalised holiday package. Check the "Package" heading, then select your travel dates and destination to browse some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Indian Head Park?
If you're considering an impromptu Indian Head Park adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Indian Head Park?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Indian Head Park.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your hotel will likely be the largest expense during your trip to Indian Head Park.
  3. Decide how many days away: Start by listing all the sights and activities you'd like to experience in Indian Head Park. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Indian Head Park holiday package.

* 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.