Ashton Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Ashton Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$989, price is now S$696 per person
S$696
per person
17 Oct - 20 Oct
found 12 hours ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
8.4/10 Very Good! (1,418 reviews)
I think this is a good hotel in an extremely convenient location whether you plan to walk or catch a ride. Close to everything and staff was pleasant.

Reviewed on 19 Aug, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,791, price is now S$1,134 per person
S$1,134
per person
17 Oct - 20 Oct
found 12 hours ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$2,043, price is now S$1,388 per person
S$1,388
per person
17 Oct - 20 Oct
found 12 hours ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,206, price is now S$848 per person
S$848
per person
17 Oct - 20 Oct
found 12 hours ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
Loved the atmosphere and friendly atmosphere

Reviewed on 18 Aug, 2025

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,382, price is now S$984 per person
S$984
per person
17 Oct - 20 Oct
found 12 hours ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
9.6/10 Exceptional! (2,778 reviews)
Property was well located to be able to explore Chicago easily. Very clean hotel and the staff was extremely accommodating. The only thing missing was a pool but it wasn’t a huge issue. Very nice hotel and would go back for sure.

Reviewed on 20 Aug, 2025

Top hotels in Ashton

Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road, DeKalb, IL
Fully refundableReserve now, pay when you stay
The price is S$184 per night from 31 Aug to 1 Sept
S$184
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (943 reviews)
"Everything was clean very comfortable and the staff was decent. The only problem I had was when I’d come home at night. The TV didn’t always work. Had Wi-Fi issues. Breakfast is what you’d expect from premade food. Taste was good."

Reviewed on 15 Aug, 2025

Hampton Inn DeKalb, IL
Quality Inn & Suites Dixon near I-88

Quality Inn & Suites Dixon near I-88

2.5 out of 5
136 Plaza Dr, Dixon, IL
Fully refundableReserve now, pay when you stay
The price is S$130 per night from 31 Aug to 1 Sept
S$130
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (572 reviews)
"The evening check-in staff were confused on how to handle my arrival, but they worked it out. The Breakfast was great and the staff that managed was excellent: the only hotel chain where I saw the attendant regularly checking/recording the food temp!!!! Pool looked great with a slide too, although ..."

Reviewed on 11 Aug, 2025

Quality Inn & Suites Dixon near I-88
Super 8 by Wyndham Rochelle

Super 8 by Wyndham Rochelle

2 out of 5
601 E Highway 38, Rochelle, IL
Fully refundableReserve now, pay when you stay
The price is S$91 per night from 24 Aug to 25 Aug
S$91
24 Aug - 25 Aug
includes taxes & fees
8/10 Very Good! (915 reviews)
"It was very clean and comfortable."

Reviewed on 18 Aug, 2025

Super 8 by Wyndham Rochelle
See all 61 properties in Ashton
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 an Ashton holiday package cost?
You'll find cheap prices from S$696 on Expedia for your Ashton escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Ashton costs.
What are the cheapest months to go to Ashton?
You can usually find reduced prices and greater availability in January, February and November. Take a look at our cheap Ashton holiday packages and you could score some excellent off-season deals.
How many days is enough for Ashton?
With a well-organised schedule, you can easily hit the top Ashton sights in a few days. But if you prefer to discover hidden spots or go on day tours, think about booking your Ashton holiday for longer.
How to find the best Ashton package deals?
Use Expedia's filters to find some unbeatable Ashton package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Ashton package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book an Ashton holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and stays separately. Better still, you can customise your Ashton escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Ashton?
If you've got your Ashton travel dates confirmed, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Ashton?

  1. Pick your travel dates: What you plan to do in Ashton and your favourite season will help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to airfares and activities. Your accommodation will likely be the largest expense during your trip to Ashton.
  3. Decide how long to go away for: Now that you're up to speed on Ashton, you can work out the perfect length of your break. Put together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Combine your accommodation and airfare: Once you've settled on your travel dates and duration, book the perfect Ashton holiday package for you.

* 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.