Maywood Packages (Flight + Hotel)

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Top hotels in Maywood

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 ฿5,779 per night from 4 Aug to 5 Aug
฿5,779
฿6,784 total
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,967 reviews)
Great Vacation!
"Loved Chicago and it was close to all the things we wanted to do. Able to walk everywhere and enjoy the water, parks, downtown area, etc."

Reviewed on 14 Jul 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is ฿7,193 per night from 10 Aug to 11 Aug
฿7,193
฿9,487 total
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (2,045 reviews)
"Very close to popular places."

Reviewed on 16 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
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
The price is ฿4,791 per night from 10 Aug to 11 Aug
฿4,791
฿5,624 total
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,454 reviews)
Connecting room
"Hotel property was amazing. Room was very clean and staff was friendly. Location was perfect. I was shocked to find that my room was connected to another room by just a deadbolt and door jam. That made me feel very uncomfortable and could barely sleep. By the time I realized that, I felt that it ..."

Reviewed on 16 Jul 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,939 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

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

Wrigley Field
Navy Pier

Navy Pier

4/5(125 reviews)

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

Navy Pier
Millennium Park which includes autumn colours, modern architecture and street scenes

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

What to do in Maywood

River tour boat in Chicago

Architecture River Tour

฿1,592
per adult
94% of travellers recommend
Architecture River Tour
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

฿979
per adult
84% of travellers recommend
360 CHICAGO Observation Deck
Chicago CityPASS: Admission to Top 5 Chicago Attractions

Chicago CityPASS®: Experience 5 must-see attractions

฿4,634
per adult
92% of travellers recommend
Chicago CityPASS®: Experience 5 must-see attractions
See all activities in Maywood

Frequently asked questions

How much does a Maywood holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Maywood costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Maywood?
To pick up cheap Maywood holiday packages, organise your trip outside of peak times such as public holidays. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Maywood?
Generally, a handful of days is enough to explore the top attractions during your Maywood holiday. But if you prefer to have more time to rest or go on day trips, think about extending your itinerary.
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 customise 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 holiday as a package?
You can enjoy significant savings on your Maywood break by booking a tailored holiday package. Check the "Package" heading, then enter your destination and travel dates to browse the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday 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.
How to plan a trip to Maywood?

  1. Choose when to travel: Check your schedule and get packing. Your favourite season and the activities on offer will also help you decide when to escape to Maywood.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to put aside for your trip to Maywood. Then, select a property that matches your budget, whether that's an economical stay or a high-end retreat.
  3. Decide how many days away: Start by compiling a list of the attractions you want to experience in Maywood. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customised Maywood holiday package.

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