Esmond Vacation Packages

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Top Esmond Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
Price was CA $730, price is now CA $499 per person
CA $499
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.8/10 Excellent! (2,288 reviews)
Chip painting in shower/tub

Reviewed on Aug. 22, 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was CA $1,699, price is now CA $1,070 per person
CA $1,070
per person
Oct 6 - Oct 10
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,014 reviews)
We loved the experience! We shall come back again😊

Reviewed on Aug. 24, 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $2,983, price is now CA $1,933 per person
CA $1,933
per person
Oct 6 - Oct 10
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on Aug. 12, 2025

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
Price was CA $878, price is now CA $580 per person
CA $580
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.2/10 Very Good! (1,006 reviews)
I was impressed with the staff's friendliness, helpfulness and willingness to help. Our flight was not until 5:30pm. We were given a late check out and allowed access to the pool for my 7 yr old grandson while we waited for our ride to the airport. My one and only complaint is that the toilets are too low to the floor. I am only 5 feet 5 inches tall. I recently had double knee replacement surgeries. I have difficulty rising from lower seating accommodations. Perhaps future new constructions and remodels could include a percentage of handicap toilets. Thank you for your consideration.

Reviewed on Aug. 24, 2025

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
Price was CA $773, price is now CA $522 per person
CA $522
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.8/10 Excellent! (1,012 reviews)
It was a very nice place. I don’t agree with the parking fees and then the added on three dollar Eco fee when nursing to be parking right beside it that was the cities and didn’t seem like very of secure parking. It wasn’t fenced in or anything just I don’t understand the fee for the parking Other night. It was a stay

Reviewed on Aug. 24, 2025

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Esmond Hotel Deals

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 CA $100 per night from Sep 1 to Sep 2
CA $100
CA $114 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,284 reviews)
"Easy access, near casino, restaurants and highways"

Reviewed on Aug. 25, 2025

Baymont by Wyndham Rockford
Econo Lodge

Econo Lodge

2 out of 5
7712 Potawatomi Trail, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Aug 27 to Aug 28
CA $86
CA $98 total
Aug 27 - Aug 28
includes taxes & fees
8.2/10 Very Good! (942 reviews)
"Good price and breakfast was included."

Reviewed on Aug. 25, 2025

Econo Lodge
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 CA $128 per night from Aug 31 to Sep 1
CA $128
CA $142 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (873 reviews)
Stairs in Sycamore
"The Room was Great, Clean plenty of pillows, everything seemed up to date. The breakfast was average/good. But the elevator was out of service, we were on the 3rd floor. Besides the elevator inconvenience, it was a Great Stay."

Reviewed on Aug. 25, 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.
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Frequently asked questions

How much does an Esmond vacation package cost?
Offering great value package deals from CA $499 on Expedia, you'll be thrilled with how little a vacation to Esmond costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Esmond?
You can generally find reduced prices and better availability in January, February and April. Check out our cheap Esmond vacation packages and you could score some great off-season discounts.
How many days is enough for Esmond?
Generally, a handful of days is enough to tick off the major attractions during your Esmond vacation. But if you want to have more time to chill out or take day trips, consider extending your trip.
How to find the best Esmond package deals?
Use Expedia's filter tool to find some of the best Esmond package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Esmond package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book an Esmond vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights individually. Better still, you can personalize your Esmond escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Esmond?
Enjoy incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Esmond vacation.
How to plan a trip to Esmond?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to escape to Esmond.
  2. Set your budget: Consider expenses like flights, food and transportation when working out how much to set aside for your trip to Esmond. Then, pick a property that works with your budget, whether that's an economical option or a deluxe getaway.
  3. Determine how many days away: Start by listing all the activities and attractions you want to experience in Esmond. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, book the perfect Esmond vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.