Maywood Vacation Packages

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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.

Top Maywood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 8 - Jul. 11
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (977 reviews)
The hotel was absolutely perfect for our quick weekend getaway. It was super comfortable, clean and safe. The staff was wonderful!

Reviewed on May 19, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 14 - Aug. 19
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
I loved our stay. The view was unbelievable. The tub was the only concern, it was leaking the water out from the drain area so i had to use more water. That was not a tragedy but just so you guys know it could use a small fix.

Reviewed on May 22, 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 14 - Aug. 19
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (97 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 14 - Aug. 19
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
8.2/10 Very Good! (1,509 reviews)
Beautiful building on a beautiful park. Private as can be.

Reviewed on May 21, 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 29 - Jul. 6
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (687 reviews)
Beautiful property, lovely staff, very well-located for a weekend trip to Chicago where we needed to be near the Loop.

Reviewed on May 23, 2024

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 $225 per night from Jun. 16 to Jun. 17
CA $225
CA $264 total
includes taxes & fees
Jun 16 - Jun 17
7.6/10 Good! (6,786 reviews)
"Nice old hotel with a lot of history, in a beautiful area in sight of Lake Michigan."

Reviewed on May 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 $219 per night from May 27 to May 28
CA $219
CA $257 total
includes taxes & fees
May 27 - May 28
8.6/10 Excellent! (2,889 reviews)
"Staff at the front desk are really helpful and friendly"

Reviewed on May 19, 2024

River Hotel
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from May 27 to May 28
CA $171
CA $221 total
includes taxes & fees
May 27 - May 28
7.6/10 Good! (2,602 reviews)
"I don’t really write reviews for places I stay at but this one impressed me beyond my expectations. I planned this trip for my fiancé’s 30th birthday and the location and price of this hotel is the best you will find. Not too far away from everything, conveniently located transportation and so many ..."

Reviewed on May 20, 2024

Warwick Allerton - Chicago
See all 4,625 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.

Explore other types of vacation packages

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 $1,160. 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 Wrigley Field

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for Six Flags Great America

Six Flags Great America

4.5/5(5 reviews)

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
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

What to do in Maywood

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

CA $311
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

CA $73
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
See all activities in Maywood
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.