Maywood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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.
Staybridge Suites Chicago-Oakbrook Terrace by IHG
Level Chicago Fulton Market
Waldorf Astoria Chicago
Hotel Riu Plaza Chicago
Viceroy Chicago

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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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 $122 per night from Feb 18 to Feb 19
CA $122
CA $143 total
Feb 18 - Feb 19
includes taxes & fees
8/10 Very Good! (9,872 reviews)
Room was nice and clean. Hotel had a fantastic classic look and feel. Perfect place to stay for shows at the Auditorium theater across the street. It's a very old building so the heating and hot water situation is a little off compared to newer hotels but nothing that would deter me from staying ...

Reviewed on Feb 13, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Mar 4 to Mar 5
CA $154
CA $219 total
Mar 4 - Mar 5
includes taxes & fees
9.2/10 Wonderful! (3,355 reviews)
The room was excellent

Reviewed on Feb 16, 2026

Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Feb 27 to Feb 28
CA $189
CA $261 total
Feb 27 - Feb 28
includes taxes & fees
8.4/10 Very Good! (2,618 reviews)
It was great

Reviewed on Feb 12, 2026

Hilton Chicago
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.

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