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

New Chicago Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
Save 100% on your flight
Price was S$621, price is now S$393 per person
S$393
per person
26 Sept - 29 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
8.4/10 Very Good! (2,680 reviews)
Loved the jacuzzi/tub. Easy check in. Clean.

Reviewed on 22 Aug, 2025

The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
Save 100% on your flight
Price was S$779, price is now S$413 per person
S$413
per person
26 Sept - 29 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
8.6/10 Excellent! (150 reviews)
Everything was super clean and easy to check in. The area is decent and I felt safe. I parked my car outside the hotel & was not worried about it at all. Only problem we had was our room door not opening on our 2nd night but other than that everything was good.

Reviewed on 23 Aug, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
Save 100% on your flight
Price was S$1,010, price is now S$567 per person
S$567
per person
26 Sept - 29 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
8.4/10 Very Good! (1,005 reviews)
The front desk staff was super helpful and nice. Dinner was less than a block away. It appears that the hotel is in transition of ownership. The room was clean but the restroom needed a little face lift . Overall, good price for location.

Reviewed on 23 Aug, 2025

Fairmont Century Plaza Gold Experience

Fairmont Century Plaza Gold Experience

5 out of 5
Century City
Save 100% on your flight
Price was S$1,836, price is now S$1,235 per person
S$1,235
per person
26 Sept - 29 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
9.8/10 Exceptional! (117 reviews)
Alice and the staff in the Gold Experience were beyond helpful. Loved the room, balcony and service overall.

Reviewed on 11 Aug, 2025

Fairmont Century Plaza

Fairmont Century Plaza

5 out of 5
Century City
Save 100% on your flight
Price was S$1,594, price is now S$1,083 per person
S$1,083
per person
26 Sept - 29 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
9.2/10 Wonderful! (464 reviews)
Our stay was very nice. There is a lot of construction going on but the hotel was very nice. I was there to take my granddaughter to the American Girl store. It was an easy walk and the Century City mall was perfect.

Reviewed on 20 Aug, 2025

Top hotels in New Chicago

Red Hawk Resort & Casino

Red Hawk Resort & Casino

4 out of 5
1 Red Hawk Pkwy, Placerville, CA
9.4/10 Exceptional! (437 reviews)
"Great staff"

Reviewed on 20 Aug, 2025

Get rates
Red Hawk Resort & Casino
Studio 6 Suites Cameron Park, CA – Folsom

Studio 6 Suites Cameron Park, CA – Folsom

2 out of 5
3444 Coach Ln, Cameron Park, Shingle Springs, CA
Fully refundableReserve now, pay when you stay
The price is S$109 per night from 7 Sept to 8 Sept
S$109
7 Sept - 8 Sept
includes taxes & fees
7.4/10 Good! (259 reviews)
Great stay in the Foothills
"Please be honest with yourself it’s a Motel Six. If you don’t go into it thinking they are going to have the same amenities as Four Seasons, you will pleased. The rooms are clean, the staff is very friendly and helpful and the people whom clean the rooms are very polite and honest… I’ve never had ..."

Reviewed on 20 Aug, 2025

Studio 6 Suites Cameron Park, CA – Folsom
Kiota Inn & Event Center Sutter Creek, Ascend Hotel Collection

Kiota Inn & Event Center Sutter Creek, Ascend Hotel Collection

3 out of 5
271 Hanford St, On Hwy 49, Sutter Creek, CA
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 1 Sept to 2 Sept
S$172
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (999 reviews)
"Property is modern, clean, and comfortable. Plenty of parking. Major defect: Impossible to read in room because of lack of lighting. Walking to downtown Sutter Creek is ify because of lack of sidewalks."

Reviewed on 18 Aug, 2025

Kiota Inn & Event Center Sutter Creek, Ascend Hotel Collection
See all 215 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.

What to do in New Chicago

Wine Tasting Audio Tour - Lodi California

Wine Tasting Audio Tour - Lodi California

S$45
per traveller
Wine Tasting Audio Tour - Lodi California
See all activities in New Chicago

Frequently asked questions

How much does a New Chicago holiday package cost?
Offering excellent value package deals from S$393 on Expedia, you'll be thrilled with how little a holiday to New Chicago costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to New Chicago?
If you're hoping to score a cheap New Chicago holiday package, consider visiting in January, February and November. You'll usually find better prices on flights and accommodation during these quieter months — ideal for budget-conscious travellers.
How many days is enough for New Chicago?
Usually, a handful of days is enough to explore the main sights during your New Chicago holiday. However, if you want to have time to rest or go on day trips, consider extending your trip.
How to find the best New Chicago package deals?
Bagging a cheap New Chicago package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable New Chicago package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a New Chicago holiday as a package?
You can enjoy significant savings on your New Chicago getaway by booking a customised holiday package. Click on the "Package" heading, then select your travel dates and destination to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to New Chicago?
If you're planning 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 find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to New Chicago?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to New Chicago.
  2. Plan your budget wisely: On top of the cost of your hotel, you'll need to consider other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that could arise during your trip to New Chicago.
  3. Decide how long to go away for: Now that you're up to speed on New Chicago, you can work out the ideal length of your holiday. Put together 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 place, you can combine your flights, hotels, car rental and more into a tailored 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.