New Chicago Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

    Plan, book, and manage your trip all in one place

Top hotels in New Chicago

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd., East Chicago, IN
Fully refundableReserve now, pay when you stay
The price is S$171 per night from 24 Jul to 25 Jul
S$171
24 Jul - 25 Jul
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
"My husband and I enjoyed our stay in the hotel. The king room was very spacious which we really appreciated. It was clean and the bed was comfortable. We enjoyed the casino but did not utilize any of the other amenities to say about the food."

Reviewed on 19 Jul, 2025

Ameristar Casino Hotel East Chicago
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
The price is S$185 per night from 4 Aug to 5 Aug
S$185
4 Aug - 5 Aug
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"We stayed for one night after going to the Dunes. We we're very pleased! Beautiful grounds, friendly staff, very clean, quaint and cozy! We would definitely stay again! The price is right too! 😉"

Reviewed on 19 Jul, 2025

Spring House Inn
Super 8 by Wyndham South Holland

Super 8 by Wyndham South Holland

2 out of 5
17225 Halsted St, South Holland, IL
Fully refundableReserve now, pay when you stay
The price is S$111 per night from 28 Jul to 29 Jul
S$111
28 Jul - 29 Jul
includes taxes & fees
7.4/10 Good! (1,024 reviews)
"The room was comfortable, clean and quiet. The only problem I had was the hot water pressure was low in the sink."

Reviewed on 21 Jul, 2025

Super 8 by Wyndham South Holland
See all 479 properties in New Chicago
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.

Frequently asked questions

How much does a New Chicago holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to New Chicago costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to New Chicago?
January, February and September are great times to look for cheap New Chicago holiday packages. Travelling in quieter months means you can usually find lower prices on flights and hotels.
How many days is enough for New Chicago?
With a well-organised schedule, you can easily visit the top New Chicago sights in a handful of days. But if you prefer to discover hidden spots or go on day tours, consider booking your New Chicago holiday for longer.
How to find the best New Chicago package deals?
Begin your search for a New Chicago package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect New Chicago package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your New Chicago adventure off to a flying start.
Is it cheaper to book a New Chicago holiday as a package?
You can enjoy significant savings on your New Chicago escape by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to New Chicago?
If you're considering an impromptu New Chicago holiday, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to New Chicago?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to New Chicago.
  2. Work out your budget: Make sure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to New Chicago.
  3. Determine how many days away: Start by compiling a list of the attractions you'd like to get to in New Chicago. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised New Chicago 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.