New Chicago Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in New Chicago

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 3 Jul to 4 Jul
S$111
3 Jul - 4 Jul
includes taxes & fees
7.4/10 Good! (1,009 reviews)
"I like that it was a nice hotel staff is great no complaints room was clean and decent."

Reviewed on 21 Jun, 2025

Super 8 by Wyndham South Holland
Red Roof Inn Chicago - Lansing
Red Roof Inn Chicago - Lansing
2 out of 5
2450 East 173rd Street, Lansing, IL
Fully refundableReserve now, pay when you stay
The price is S$100 per night from 29 Jun to 30 Jun
S$100
29 Jun - 30 Jun
includes taxes & fees
4.4/10 (1,006 reviews)
"Great stay would recommend"

Reviewed on 22 Jun, 2025

Red Roof Inn Chicago - Lansing
Super 8 by Wyndham Merrillville
Super 8 by Wyndham Merrillville
2 out of 5
8300 Louisiana St, Merrillville, IN
Fully refundableReserve now, pay when you stay
The price is S$90 per night from 29 Jun to 30 Jun
S$90
29 Jun - 30 Jun
includes taxes & fees
6.8/10 (308 reviews)
"Breakfast is coffee with powdered cream (but seemed to be out most of the time), juice cereal and mini muffins. The room didn't have a blow dryer. The door security flip lock was broken off. Front desk staff seemed to keep guests waiting a long time to check in/help. It was ok for the price."

Reviewed on 22 Jun, 2025

Super 8 by Wyndham Merrillville
See all 457 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.