Maywood Packages (Flight + Hotel)

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  • Better together

    Save up to ฿27,000 when you book a flight and hotel together*

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Top hotels in Maywood

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿5,151 per night from 27 Jul to 28 Jul
฿5,151
฿6,124 total
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,720 reviews)
"Great time"

Reviewed on 9 Jul 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿7,203 per night from 9 Aug to 10 Aug
฿7,203
฿9,678 total
9 Aug - 10 Aug
includes taxes & fees
9.2/10 Wonderful! (1,886 reviews)
"The room was amazing! It was spacious and clean. The staff were helpful and very considerate. The hotel is located in an ideal location, right off of Michigan Avenue, in the heart of downtown. Shopping and restaurants are within short walking distances."

Reviewed on 8 Jul 2026

Omni Chicago Hotel
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 ฿6,208 per night from 6 Aug to 7 Aug
฿6,208
฿7,381 total
6 Aug - 7 Aug
includes taxes & fees
8/10 Very good! (10,212 reviews)
"Perfect location right across the park for a phenomenal price. Room was a little warm but the fan could keep the temp down thankfully."

Reviewed on 9 Jul 2026

Congress Plaza Hotel
See all 4,827 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.

Stay near popular Maywood attractions

Underground Railroad Memorial at McDonald's

This poignant memorial marks where enslaved people found refuge on the Underground Railway, featuring symbolic broken shackles. Visitors can reflect on this powerful history while viewing the plaque honouring Harriet Tubman.
See properties

What to do in Maywood

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

฿798
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago CityPASS: Admission to Top 5 Chicago Attractions

Chicago CityPASS®: Experience 5 must-see attractions

฿4,731
per adult
94% of travellers recommend
Chicago CityPASS®: Experience 5 must-see attractions
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

฿3,581
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
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.

Explore a world of travel with Expedia

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