Esmond Holidays

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    Save up to €185 when you book a flight and hotel together*
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Top Flight + Hotel Deals in Esmond

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was €1,303, price is now €843 per person
€843
per person
2 Nov - 9 Nov
found 4 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Modern comfortable hotel in a good location close to downtown parks and museums Friendly helpful staff Many good restaurants nearby

Reviewed on 19 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €2,651, price is now €1,575 per person
€1,575
per person
2 Nov - 9 Nov
found 4 hours ago
Return direct flight included
Faro (FAO) 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

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €2,018, price is now €1,253 per person
€1,253
per person
2 Nov - 9 Nov
found 4 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Rooms are basic and bathrooms and sink area small. But all comfortable

Reviewed on 17 Aug 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was €1,413, price is now €924 per person
€924
per person
2 Nov - 9 Nov
found 4 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
Great property. Outstanding all the way around.

Reviewed on 13 Aug 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,879, price is now €1,239 per person
€1,239
per person
2 Nov - 9 Nov
found 4 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
Loved the atmosphere and friendly atmosphere

Reviewed on 18 Aug 2025

Top hotels in Esmond

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is €70 per night from 25 Aug to 26 Aug
€70
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,274 reviews)
"Sign in room says clean every three days sheets in my room for 9 days got changed once because I had to ask after four days"

Reviewed on 18 Aug 2025

Baymont by Wyndham Rockford
La Quinta Inn & Suites by Wyndham Rockford

La Quinta Inn & Suites by Wyndham Rockford

3 out of 5
7401 Walton St, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is €75 per night from 26 Aug to 27 Aug
€75
26 Aug - 27 Aug
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"Bed was super comfy."

Reviewed on 14 Aug 2025

La Quinta Inn & Suites by Wyndham Rockford
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road, Sycamore, IL
Fully refundable
The price is €88 per night from 31 Aug to 1 Sept
€88
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (865 reviews)
"The bed was super comfortable. The pillows were amazing."

Reviewed on 10 Aug 2025

Country Inn & Suites by Radisson, Sycamore, IL
See all 140 properties in Esmond
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 Esmond holiday package cost?
Offering great value package deals from €843 on Expedia, you'll be pleasantly surprised at how much a holiday to Esmond costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Esmond?
You can typically find reduced prices and greater availability in January, February and April. Check out our cheap Esmond holiday packages and you could score some excellent off-season deals.
How many days is enough for Esmond?
Generally, a handful of days is enough to check out the main sights during your Esmond holiday. But if you prefer to have some time to rest or take day tours, think about extending your trip.
How to find the best Esmond package deals?
Finding a cheap Esmond package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Esmond package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Esmond holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging stays and flights individually. Better still, you can tailor your Esmond getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Esmond?
If you're planning a spur-of-the-moment Esmond holiday, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Esmond?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Esmond.
  2. Set a budget: Consider expenses like flights, meals and transportation when calculating how much to set aside for your trip to Esmond. Then, choose a hotel that fits your budget, whether that's an affordable option or a swankier getaway.
  3. Decide how long to go for: Now that you're more familiar with Esmond, you can figure out the ideal length of your holiday. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your accommodation and airfare: Once you've nailed down your travel dates and duration, book the perfect Esmond 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.