Villa Park Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Villa Park Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
S$8,600
per person
27 Nov - 3 Dec
found 1 hour ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (3,877 reviews)
It was a very nice stay! We enjoyed the hotel
The views were amazing
Reviewed on 16 Oct, 2026
Top hotels in Villa Park
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
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
S$232
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (5,529 reviews)
"Location couldn’t have been better. Heart of downtown. Front desk receptionist very helpful and kept our luggage until check-in. Have a nice coffee machine with free drinks on the second floor. However, found random hairs and hairpin in bathroom. Room is very basic and on the small side. Beds were ..."
Reviewed on 16 Oct, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
S$196
9 Nov - 10 Nov
includes taxes & fees
8/10 Very good! (2,402 reviews)
"My sister and I went on a trip to Chicago for 3 days. Our stay was quite nice. Everythin went as planned. The price of the room with all the extras was exceptional. We are treated to a beautiful breakfast every morning. Each of us got a free drink each night and we got a dinner credit for each night. ..."
Reviewed on 16 Oct, 2026
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.
Stay near popular Villa Park attractions
Drury Lane Theater
8.8/10 (93 reviews)
This historic theatre captivates with Broadway-caliber musicals and intimate performances in an elegant setting. Enhance your evening with pre-show dining at Lucille Restaurant, known for its champagne brunch.
Beyond Center Stage Performing Arts
Enjoy an outing to Beyond Center Stage Performing Arts during your stay in Villa Park. Amble around the area's lakeside or experience its live music.
What to do in Villa Park
Skydeck Chicago at Willis Tower
S$54
per adult
88% of travellers recommend
Frequently asked questions
How much does a Villa Park holiday package cost?
Offering excellent value package deals from S$8,346 on Expedia, you'll be thrilled with how little a holiday to Villa Park costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Villa Park?
If you're hoping to score a cheap Villa Park holiday package, consider travelling in December, January and February. You'll generally find better prices on airfares and hotels during these months — ideal for budget-conscious travellers.
How many days is enough for Villa Park?
The ideal duration for your Villa Park holiday depends on what you'd like to see. Generally, a handful of days to a week will give you time to tick off all the main attractions and discover some hidden gems along the way.
How to find the best Villa Park package deals?
Begin your search for a Villa Park package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Villa Park package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Villa Park escape underway.
Is it cheaper to book a Villa Park holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and stays separately. Better still, you can customise your Villa Park trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Villa Park?
If you're planning a spontaneous Villa Park adventure, 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 awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Villa Park?
- Choose your travel dates: What you'd like to do in Villa Park and your preferred season can help you decide when to get away.
- Budget wisely: As well as the cost of your hotel, you'll need to consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may come up during your trip to Villa Park.
- Decide how long to go away for: Now that you're more familiar with Villa Park, you can figure out the ideal length of your break. Create a draft itinerary and give yourself enough time for all the things you want to do.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Villa Park holiday package that brings all your bookings together.
* 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.
