Essex Vacations from $208

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The Latest Essex vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Alsip, IL

Motel 6 Alsip, IL

2 out of 5
Price was $243, price is now $208 per person
$208
per person
Nov 9 - Nov 12
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
6/10 (1,002 reviews)
Close to the expressway.

Reviewed on Aug 11, 2025

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Price was $333, price is now $285 per person
$285
per person
Nov 8 - Nov 10
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
8.2/10 Very Good! (1,017 reviews)
The staff was VERY friendly.

Reviewed on Sep 3, 2025

Quality Inn Monee I-57

Quality Inn Monee I-57

2.5 out of 5
Price was $317, price is now $274 per person
$274
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
6.6/10 (520 reviews)
Much begter than a year ago!! Nice job. Pool is open again.

Reviewed on Aug 24, 2025

Holiday Inn Express & Suites Orland Park - Mokena by IHG

Holiday Inn Express & Suites Orland Park - Mokena by IHG

2.5 out of 5
Price was $385, price is now $339 per person
$339
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
8.4/10 Very Good! (371 reviews)
The room was very clean and refreshing. The young man that checked us in was super friendly even while dealing with a rude guest who kept interrupting him while he was checking us in.

Reviewed on Sep 6, 2025

VIBE INN - WHIRLPOOL SUITES

VIBE INN - WHIRLPOOL SUITES

2.5 out of 5
Price was $345, price is now $328 per person
$328
per person
Oct 9 - Oct 12
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
7.8/10 Good! (193 reviews)
Nice place for a quick stay

Reviewed on Aug 30, 2025

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Essex Hotel Deals

Comfort Inn Bourbonnais near I-57

Comfort Inn Bourbonnais near I-57

2.5 out of 5
1500 Illinois Highway 50, Bourbonnais, IL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Sep 28 to Sep 29
$90 total
Sep 28 - Sep 29
Total with taxes and fees
Comfort Inn Bourbonnais near I-57
Best Western Plus Bourbonnais Hotel & Suites

Best Western Plus Bourbonnais Hotel & Suites

2.5 out of 5
62 Ken Hayes Dr, Bourbonnais, IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $96 total per night from Sep 11 to Sep 12
$96 total
Sep 11 - Sep 12
Total with taxes and fees
Best Western Plus Bourbonnais Hotel & Suites
Red Roof Inn Bourbonnais

Red Roof Inn Bourbonnais

2 out of 5
1311 N State Route 50, Bourbonnais, IL
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $63 total per night from Sep 10 to Sep 11
$63 total
Sep 10 - Sep 11
Total with taxes and fees
Red Roof Inn Bourbonnais
See all 75 properties in Essex
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 Essex vacation package cost?
Offering excellent value package deals from $208 on Expedia, you'll be pleasantly surprised at how much a vacation to Essex costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Essex?
You're likely to find reduced prices and better availability in January, March and December. Take a look at our cheap Essex vacation packages and you could land some excellent off-season deals.
How many days is enough for Essex?
With a well-organized travel plan, you can easily hit the main Essex attractions in a handful of days. But if you'd like to discover hidden gems or take day trips, consider booking your Essex vacation for longer.
How to find the best Essex package deals?
Bagging a cheap Essex package deal is easy with Expedia. Once you've entered your destination and preferred dates 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 view the most pocket-friendly Essex 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 typically lower.
Is it cheaper to book an Essex vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels separately. Better still, you can personalize your Essex escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Essex?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Essex trip.
Does Expedia offer Book Now, Pay Later Essex vacation packages?
Secure your dream getaway to Essex with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until the next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up travel deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.