Tri-Taylor Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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 Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was €1,271, price is now €1,045 per person
€1,045
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)
Charged for an extra night that we didn’t stay and called and was told a reimbursement was completed. Five days later, the full charge for the night we didn’t stay posted in my account and with no reimbursement. When I called again, was told there was nothing they could do because the reimbursement was “released” and I would have to wait to talk to a manager when they arrived which would not be until the nighttime hours.

Reviewed on 14 Nov 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was €1,472, price is now €1,113 per person
€1,113
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (2,334 reviews)
Loved staying here! Beautiful property! Lovely room and amenities! Can’t wait to start again!!

Reviewed on 15 Nov 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was €1,506, price is now €1,213 per person
€1,213
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)
Amazing great staff, very friendly front desk! Clean rooms and amazing views.

Reviewed on 15 Nov 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was €1,366, price is now €1,115 per person
€1,115
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,527 reviews)
Very clean and comfortable. Valet was helpful and kind

Reviewed on 13 Nov 2026

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Price was €1,399, price is now €1,158 per person
€1,158
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (3,397 reviews)

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
A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Tri-Taylor

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 €125 per night from 22 Nov to 23 Nov
€125
22 Nov - 23 Nov
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 €125 per night from 1 Dec to 2 Dec
€125
1 Dec - 2 Dec
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is €107 per night from 15 Dec to 16 Dec
€107
15 Dec - 16 Dec
includes taxes & fees
8.8/10 Excellent! (5,618 reviews)
"great staff"

Reviewed on 15 Nov 2026

River Hotel
See all 4,557 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 €1,045, 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€22
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

€36
per adult
92% of travellers recommend
Art Institute of Chicago
Architecture River Tour from Michigan Avenue

Architecture River Tour from Michigan Avenue

€41
per adult
98% of travellers recommend
Architecture River Tour from Michigan Avenue
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.