Addison Holidays
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Top Flight + Hotel Deals in Addison
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was €1,322, price is now €774 per person
€774
per person
1 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel
Reviewed on 20 Oct 2025
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was €1,334, price is now €882 per person
€882
per person
1 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (721 reviews)
When I visit Chicago again I ’m coming back the ladies on night shift front desk made my stay welcome!!!
Reviewed on 22 Oct 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,208, price is now €814 per person
€814
per person
1 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,188 reviews)
Everything was amazing. I will definitely be back!
Reviewed on 23 Oct 2025
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was €1,652, price is now €1,149 per person
€1,149
per person
1 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,374 reviews)
We had a wonderful stay at the LondonHouse Hotel! Check-in and checkout were both super easy and smooth. The location couldn’t be better — right in the heart of the city with everything within walking distance. The rooftop is amazing with beautiful views, and the hotel itself has so much character and charm. Definitely would stay here again!
Reviewed on 25 Oct 2025
Top hotels in Addison
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €172 per night from 2 Nov to 3 Nov
€172
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (9,576 reviews)
All good.
Reviewed on 25 Oct 2025
Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2, Chicago, IL
Fully refundable
The price is €121 per night from 24 Nov to 25 Nov
€121
24 Nov - 25 Nov
includes taxes & fees
8.8/10 Excellent! (1,958 reviews)
The room was very nice and clean. The bed was really comfortable. Staff was very helpful and the restaurant was excellent. Definitely would stay here again.
Reviewed on 20 Oct 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €111 per night from 16 Nov to 17 Nov
€111
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (3,143 reviews)
Hotel was everything i needed for a work trip
Reviewed on 25 Oct 2025
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.
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Addison
Skydeck - Willis Tower Admission
€38
per adult
100% of travellers recommend
Chicago By Night River & Lake Cruise
€38
per adult
96% of travellers recommend
Chicago Sightseeing River and Lake Cruise
€38
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
