Maywood Holidays from £847
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Maywood Holiday
With a Maywood holiday 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 Centre 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 holiday is just a few clicks away with Expedia.
Top Maywood Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
£2,057
per person
24 Nov - 28 Nov
found 5 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
Always great service and hospitality here. Rooms are spotless and attended to multiple times daily.
Reviewed on 20 Sept 2026
Maywood Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 24,000 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Chicago Riverwalk, Shedd Aquarium and Art Institute of Chicago |
Top hotels in Maywood
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£167
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (5,450 reviews)
"great location, decent amount of space at a reasonable price (for nowadays)"
Reviewed on 20 Sept 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£162
27 Sept - 28 Sept
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£159
13 Oct - 14 Oct
includes taxes & fees
8/10 Very good! (2,284 reviews)
"The hotel was great. Clean and the breakfast was fabulous. Great location. Walking distance to restaurants and down town. We opted for the PRIVATE GUEST CLUB which was great value for money. Many options within the hotel itself if you prefer to stay in which is another plus after a long day of sight ..."
Reviewed on 20 Sept 2026
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.
What to do in Maywood
Chicago: Navy Pier Centennial Wheel Ticket
£18
per adult
90% of travellers recommend
Frequently asked questions
How much does a Maywood travel package cost?
Get set to book, because a trip to Maywood starts from just £847. When you bundle your flights, hotels and more into a travel package, you'll land the biggest bargains.
If I'm not able to travel, can I cancel my Maywood travel package?
You can cancel your Maywood booking if your plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Maywood?
Bundle your hotel and flight bookings, add on extras such as a rental car or activities, and save with a Maywood travel package. You won't just land big discounts on your escape — you'll have loads of choice at your fingertips too. When you book through Expedia, you can select from more than 550 air carriers and 1,000,000 properties globally. Your dream holiday starts right here, right now!
Does Expedia offer Book Now, Pay Later Maywood holidays?
Yes, we do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply click on the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Make sure you bundle your flights, hotel and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:
- Pay monthly holidays: Escape on that dream holiday sooner with Klarna's convenient monthly instalment plans. If paying small amounts each month works for you, pick this option at checkout.
- Pay in instalments holidays: If you want to pay off your getaway in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan from Klarna.
Where should I stay in Maywood?
With so much to do in Maywood, it's a good idea to lock in a hotel near its attractions. Ernest Hemingway Museum and House, Oak Park Conservatory and Unity Temple are some top ones to put on your must-see list.
What are the top hotels in Maywood?
Book a room at Hyatt Regency Chicago. It's one of this area's most popular properties. Another top option in Maywood is The Godfrey Hotel Chicago.
How far in advance should I book my Maywood holiday?
It depends on the airline, but you can normally browse through international flights on Expedia nearly a year in advance. While it's generally recommended to book ahead of time, lucky customers will sometimes nab a cheaper ticket only weeks before departure dates.
What does an Expedia Maywood travel package include?
Travel packages include flights, hotels and rental cars, but you can mix and match them to create your perfect Maywood trip. You can also add on tours and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a Maywood travel package?
Whether it's adventure or relaxation you're seeking, a Maywood travel package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Maywood Expedia travel package?
You can. Expedia has access to more than 550 partner airlines all over the world, so choose the carrier that suits your budget needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
