Maywood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.

Top Maywood Vacation Deals

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
per person
Oct. 26 - Oct. 29
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,281 reviews)
Beautiful hotel with a touch of luxury and class! Staff were all amazing

Reviewed on Sep. 23, 2024

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct. 26 - Oct. 29
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,911 reviews)
Location of this property is within walking distance to all major attractions in Chicago. Downside is parking, very pricy compared to other hotels in the area.

Reviewed on Sep. 23, 2024

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct. 26 - Oct. 29
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (457 reviews)
We want to come back in the future if we receive the same service then I will confirm my appreciation firmly...

Reviewed on Sep. 23, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct. 26 - Oct. 29
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,364 reviews)
Stunning hotel with exceptional staff.

Reviewed on Sep. 23, 2024

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
per person
Oct. 26 - Oct. 29
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,529 reviews)
I like the property. I just wish it was better staffed when they had bigger events in the lobby other than that it was a great time.

Reviewed on Sep. 23, 2024

Ready to book your vacation to Maywood?

 

Choose your dates

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
The price is CA $185 per night from Oct. 1 to Oct. 2
CA $185
CA $217 total
includes taxes & fees
Oct 1 - Oct 2
7.6/10 Good! (7,858 reviews)
"Great stay!"

Reviewed on Sep. 22, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Sep. 29 to Sep. 30
CA $166
CA $195 total
includes taxes & fees
Sep 29 - Sep 30
8.6/10 Excellent! (3,408 reviews)
"Very clean room, shower water pressure was actually amazing, and really helpful after my 21 hour day! Pedro at the front desk was very helpful, super polite, great first impression for this hotel! Would definitely recommend this hotel!"

Reviewed on Sep. 21, 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $293 per night from Oct. 24 to Oct. 25
CA $293
CA $344 total
includes taxes & fees
Oct 24 - Oct 25
8.6/10 Excellent! (2,557 reviews)
"Check in went smoothly and the staff member was excellent."

Reviewed on Sep. 20, 2024

Eurostars Magnificent Mile
See all 4,185 properties in Maywood
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Maywood vacation package cost?
Explore the best of Maywood from as little as CA $647. We offer a great selection of rental cars, hotels and flights to suit every budget. You can pick up even more discounts when you add a few sightseeing activities to your vacation package.
How do I get a cheap travel package to Maywood?
Think of all the fun things you could do in Maywood with extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and other bookings into a Maywood vacation package. You have loads of choice with Expedia too. In fact, you can select from more than 550 air carriers and 1,000,000 hotel options globally. Whether you’re enjoying a break with the family or surprising your special someone, organizing a trip to Maywood is better with a package.
Where should I stay in Maywood?
With interesting attractions like Frank Lloyd Wright Historic District and Ernest Hemingway Museum and House in this neighborhood, try to find a hotel situated near either of them. Concordia University Chicago is another sight that pulls the crowds.
How far in advance should I book my Maywood vacation?
Reserving your flights early with Expedia means one less thing to worry about. Most carriers advertise tickets up to a year in advance. This is typically the cheapest time to book. If circumstances have left you booking late, discount flights to Maywood are still known to appear in the weeks leading up to departure.
What does an Expedia Maywood travel package include?
From hotels and flights to car rentals, Expedia can help you put together a Maywood package that suits you. Heading away for a week or longer? Give some thought to a hotel, flight and rental car bundle. If you can only manage a quick getaway, a hotel and airfare deal may be more your style. Tours and activities can be added once you’ve made your booking. Our travel packages make it a breeze to plan and save.
What should I know before booking a Maywood travel package?
Booking all the parts of your escape together is a great way to save. Combine your airfares, rental cars and hotels into a tidy little package. But it’s not just hotels. Expedia features all kinds of properties, including vacation rentals like beachside villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a Maywood Expedia vacation package?
Yes, you can. We have more than 550 airline partners across the globe, so go with the carrier that suits your budget and traveling style.
If I'm not able to travel, can I cancel my Maywood vacation package?
It’s difficult to predict what the future holds, so it’s good to know that you can cancel or change your Maywood vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Discover the most popular places to visit in Maywood

Image for McCormick Place

McCormick Place

4.5/5(141 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Michigan Avenue

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Image for Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Maywood

Image for Flyover in Chicago

Flyover in Chicago

CA $38
Per adult
96% of travellers recommend
Flyover in Chicago
Image for Architecture River Tour from Navy Pier

Architecture River Tour from Navy Pier

CA $62
Per adult
94% of travellers recommend
Architecture River Tour from Navy Pier
Image for Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

CA $57
Per adult
86% of travellers recommend
Chicago by Night: 90 Minute River and Lakefront Cruise
See all activities in Maywood

Other vacations you might like

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