Tri-Taylor Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was €823, price is now €633 per person
€633
per person
19 Feb - 23 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Clean room Clean bathroom Friendly staff

Reviewed on 1 Jan 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was €966, price is now €755 per person
€755
per person
19 Feb - 23 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in

Reviewed on 25 Dec 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €900, price is now €726 per person
€726
per person
19 Feb - 23 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Everything was great!

Reviewed on 29 Dec 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was €982, price is now €803 per person
€803
per person
19 Feb - 23 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Staff was excellent, roim was nice

Reviewed on 30 Dec 2025

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 €818, price is now €673 per person
€673
per person
19 Feb - 23 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,229 reviews)
The view really makes this hotel worth it! The bench in my room was a bit worn but other than that nice hotel and great stay

Reviewed on 31 Dec 2025

Where to stay in Tri-Taylor

Find the best Tri-Taylor areas and neighborhoods for the activities you enjoy most. Learn more about Tri-Taylor
Downtown Chicago which includes a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Top hotels in Tri-Taylor

Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is €163 per night from 11 Jan to 12 Jan
€163
11 Jan - 12 Jan
includes taxes & fees
8.4/10 Very Good! (2,444 reviews)
Great experience 👍

Reviewed on 29 Dec 2025

Hilton Chicago
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 €89 per night from 13 Jan to 14 Jan
€89
13 Jan - 14 Jan
includes taxes & fees
8.8/10 Excellent! (3,577 reviews)
Everything was excellent atmosphere, cleanliness safe.

Reviewed on 27 Dec 2025

Hilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is €164 per night from 11 Jan to 12 Jan
€164
11 Jan - 12 Jan
includes taxes & fees
8.4/10 Very Good! (2,195 reviews)
Our stay was absolutely perfect. The room was clean. The staff was amazing! The decorations were festive and the pool was spotless warm and very very family friendly!!

Reviewed on 29 Dec 2025

Palmer House a Hilton Hotel
See all 4,824 properties in Tri-Taylor
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.

Frequently asked questions

How much does a Tri-Taylor holiday package cost?
Less than you might think — from a low €633, in fact! By combining flights, hotels and car rentals into a custom-built package, your trip to Tri-Taylor is only clicks away.
How do I get a cheap travel package to Tri-Taylor?
Search for flights that suit your busy schedule, add a hotel to your booking and watch the savings grow with a Tri-Taylor holiday package. It's that easy! From flights and hotels to activities and rental cars, Expedia makes travelling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 hotel options worldwide to choose from, you won't be short of choice.
Where should I stay in Tri-Taylor?
Most who travel to Tri-Taylor include University of Illinois Chicago and United Centre on their sightseeing itineraries. Why not go for a hotel near these top attractions?
How far in advance should I book my Tri-Taylor holiday?
It depends on the air carrier, but you can usually compare international fares on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky customers will occasionally find a cheaper ticket just weeks prior to the date of departure.
What does an Expedia Tri-Taylor travel package include?
Choose from any combination of flights, hotels and rental cars. Once you've made your booking, you can also add on experiences and tours. Want to pick your airfare class? That's also easy to do. The choice is all yours when it comes to putting together your perfect Tri-Taylor getaway.
What should I know before booking a Tri-Taylor travel package?
An Expedia travel package can be tailored to your budget and is a simple way to stretch your hard-earned dollars. How much you include is your call. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with a Tri-Taylor Expedia holiday package?
Yes, the choice is yours. We have access to over 550 airlines worldwide, so you can design your Tri-Taylor escape according to your budget and needs.
If I'm not able to travel, can I cancel my Tri-Taylor holiday package?
Because we understand life can throw you a few curveballs, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you've booked your Tri-Taylor holiday package in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

Popular places to visit

Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

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

Wrigley Field
Navy Pier

Navy Pier

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

Navy Pier

Things to do

Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

€34
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€34
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.