Maywood Holidays from £1,361

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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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £1,920, price is now £1,361 per person
£1,361
per person
7 Sept - 14 Sept
found 2 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (540 reviews)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £2,969, price is now £2,015 per person
£2,015
per person
8 Oct - 15 Oct
found 23 hours ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,606 reviews)

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
Price was £3,284, price is now £2,265 per person
£2,265
per person
8 Oct - 15 Oct
found 23 hours ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (2,325 reviews)

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was £2,854, price is now £1,988 per person
£1,988
per person
8 Oct - 15 Oct
found 23 hours ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (3,732 reviews)
N/A

Reviewed on 3 Aug 2026

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Downtown Chicago
Price was £2,692, price is now £1,985 per person
£1,985
per person
8 Oct - 15 Oct
found 23 hours ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
8.8/10 Excellent! (2,333 reviews)

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

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 £122 per night from 30 Aug to 31 Aug
£122
30 Aug - 31 Aug
includes taxes & fees
Congress Plaza Hotel
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 £141 per night from 17 Aug to 18 Aug
£141
17 Aug - 18 Aug
includes taxes & fees
8/10 Very good! (1,900 reviews)
"Awesome"

Reviewed on 3 Aug 2026

The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is £217 per night from 7 Aug to 8 Aug
£217
7 Aug - 8 Aug
includes taxes & fees
Hilton Chicago O'Hare Airport
See all 4,929 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
Skydeck Chicago at Willis Tower
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£35
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Maywood

Frequently asked questions

How much does a Maywood travel package cost?
Get set to book, because a trip to Maywood starts from just £1,361. 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.