Maywood Vacations from $514

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Your Maywood Vacation

With a Maywood vacation package, say goodbye to endless planning and hello to stress-free adventure. Every detail of your getaway has been taken care of before you depart, so you can make the most of your time experiencing this exciting city. Fill your itinerary with visits to Brookfield Zoo, Oakbrook Center Mall and Frank Lloyd Wright Historic District, some of the attractions you shouldn't miss during a trip to Maywood. Whoever you're taking time off with and whatever you plan to spend, your dream Maywood vacation is just a few clicks away with Expedia.

The Latest Maywood vacation packages

Price found within the past 48 hours. Click for updated prices.
Art Villa
Hotel Riu Plaza Chicago
Pendry Chicago
The Emily Hotel
Sable at Navy Pier Chicago, Curio Collection by Hilton
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Discover the most popular places to visit in Maywood

What to do in Maywood

Maywood Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $168 total per night from Nov 9 to Nov 10
$168 total
Nov 9 - Nov 10
Total with taxes and fees
7.8/10 Good! (9,498 reviews)
"The website for the gazebo restaurant within the hotel said there was an extensive menu. When you get down to the place it’s a small buffett set up which was similar to any other continental breakfast with some cereal, muffins, fruit, some biscuits, bacon and sausage etc. There was also a man at ..."

Reviewed on Oct 20, 2025

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $137 total per night from Nov 16 to Nov 17
$137 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (3,142 reviews)
"Nice location, rooms were nice size beds were comfortable water pressure was great"

Reviewed on Oct 20, 2025

Hilton Chicago/Magnificent Mile Suites
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $104 total per night from Nov 20 to Nov 21
$104 total
Nov 20 - Nov 21
Total with taxes and fees
7.8/10 Good! (2,498 reviews)
"Great Vibe!"

Reviewed on Oct 19, 2025

Freehand Chicago
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.

Find the Best Maywood Vacation Packages

Maywood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
24,000
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Chicago Riverwalk, John G. Shedd Aquarium and Art Institute of Chicago

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Frequently asked questions

How much does a Maywood vacation package cost?
Offering great value package deals from $514 on Expedia, you'll be thrilled with how little a vacation to Maywood costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Maywood?
If you'd like to snag a cheap Maywood vacation package, consider traveling in December, January and February. You'll usually find better rates on flights and accommodations during these months — ideal for a budget-friendly getaway.
How many days is enough for Maywood?
With a well-organized itinerary, you can easily hit the main Maywood sights in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Maywood vacation for longer.
How to find the best Maywood package deals?
Finding a cheap Maywood package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Maywood 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 a Maywood vacation as a package?
You can enjoy significant savings on your Maywood break by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Maywood?
If you have your Maywood travel dates locked in, book early to bag some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Maywood vacation packages?
Your Maywood getaway should be a relaxing escape from your daily routine, not a source of money worries. So to give you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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