Woodworth Vacations from $480

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The Latest Woodworth vacation packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $863, price is now $480 per person
$480
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,975 reviews)
The staff were so welcoming! They knew it was our anniversary and we got showered with little nice surprises. Thank you so much for making our stay so memorable and meaningful. Our room was perfect, the lobby and the bar/lounge were beautiful and again the staff were great. Location is within 15 minute walk to every thing. We will definitely be back!

Reviewed on Aug 31, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $1,335, price is now $673 per person
$673
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug 22, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,291, price is now $661 per person
$661
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,342 reviews)
Good location. Walkable to sites and shopping. Front desk staff not very nice and not personable. Buffet breakfast was not appetizing. Only good thing was the fresh fruit.

Reviewed on Aug 31, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $1,000, price is now $519 per person
$519
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on Aug 27, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $886, price is now $499 per person
$499
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,052 reviews)
Had a billing problem and staff quickly resolved it.

Reviewed on Aug 31, 2025

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Woodworth Hotel Deals

Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee

3 out of 5
1440 S White Oak Dr, Waukegan, IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Sep 21 to Sep 22
$123 total
Sep 21 - Sep 22
Total with taxes and fees
Sonesta ES Suites Chicago Waukegan Gurnee
La Quinta Inn & Suites by Wyndham Chicago Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee

3 out of 5
5688 Northridge Rd, Gurnee, IL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Sep 2 to Sep 3
$94 total
Sep 2 - Sep 3
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Chicago Gurnee
Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee

2.5 out of 5
6090 Gurnee Mills Blvd E, Gurnee, IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Sep 4 to Sep 5
$123 total
Sep 4 - Sep 5
Total with taxes and fees
Wingate by Wyndham Gurnee
See all 611 properties in Woodworth
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 a Woodworth vacation package cost?
You'll find cheap prices from $480 on Expedia for your Woodworth escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Woodworth costs.
What are the cheapest months to go to Woodworth?
If you'd like to book a cheap Woodworth vacation package, consider traveling in January, February and November. You'll generally find lower rates on hotels and airfares during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Woodworth?
Usually, a handful of days is enough to check out the major sights during your Woodworth vacation. But if you want to have time to rest or take day trips, consider extending your itinerary.
How to find the best Woodworth package deals?
Use Expedia's filters to help you find some great Woodworth package deals. When you begin 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 trip for midweek, or browse for Woodworth 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 lock in your vacation package as soon as possible.
Is it cheaper to book a Woodworth vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Woodworth vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Woodworth?
Land amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Woodworth adventure.
Does Expedia offer Book Now, Pay Later Woodworth vacation packages?
If you're like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Woodworth vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.