Half Day Holidays

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  • 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.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €980, price is now €618 per person
€618
per person
5 Feb - 11 Feb
found 23 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
great staff...loved our stay.

Reviewed on 22 Nov 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,386, price is now €793 per person
€793
per person
5 Feb - 11 Feb
found 23 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city

Reviewed on 26 Nov 2025

Chicago luxury home suites

Chicago luxury home suites

2 out of 5
Downtown Chicago
Save 100% on your flight
Price was €3,440, price is now €2,345 per person
€2,345
per person
5 Feb - 11 Feb
found 23 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.

Reviewed on 26 Nov 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,009, price is now €713 per person
€713
per person
5 Feb - 11 Feb
found 23 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
I thoroughly enjoyed my time at Pendry Chicago. I stayed in a tower king room. I originally was going to stay in a suite but the normal king room was very spacious for one person. The valet service was pretty quick and the valets were all very nice. The front desk clerk was extremely helpful and professional. I loved staying right on Michigan Ave and within walking distance to so many things. I read some reviews saying safety was a concern but I didn’t experience any safety issues. They lock the doors on Michigan Ave after a certain point to keep the flow of traffic thru a better monitored entrance. I also took an evening(beginning around 9:30pm) stroll around Millennium Park, down to Buckingham fountain and back up Michigan Ave to the river and the surroundings blocks around the hotel. At no point did I feel unsafe and would highly recommend this hotel to anyone coming to Chicago. The location is fantastic, the employees are amazing and the rooms are comfy. What more could you ask for?

Reviewed on 26 Nov 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,714, price is now €1,215 per person
€1,215
per person
1 Feb - 6 Feb
found 9 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Everything perfect , comfortable room , nice staff make out stay unforgettable.

Reviewed on 27 Nov 2025

Where to stay in Half Day

Find the best Half Day areas and neighborhoods for the activities you enjoy most. Learn more about Half Day
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 Half Day

Staybridge Suites, Lincolnshire by IHG

Staybridge Suites, Lincolnshire by IHG

3 out of 5
100 Barclay Blvd Lincolnshire IL
Fully refundableReserve now, pay when you stay
The price is €96 per night from 29 Nov to 30 Nov
€96
29 Nov - 30 Nov
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Clean room, staff was nice.

Reviewed on 24 Nov 2025

Staybridge Suites, Lincolnshire by IHG
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 €198 per night from 19 Dec to 20 Dec
€198
19 Dec - 20 Dec
includes taxes & fees
8.2/10 Very Good! (2,175 reviews)
Room was great. Very disappointed with the management. I was told the bill would be refunded fora mixup on the date. The front desk girl on Sunday night went into the office to consult the mgr. she came back and stated the Mgr will be reimbursing Hotels.com forth night of the15th. Hotels.com informed ...

Reviewed on 22 Nov 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
The price is €124 per night from 30 Nov to 1 Dec
€124
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (2,156 reviews)
Airport shuttle was great. Very quick to get to/from the hotel to ORD. Staff were very accommodating.

Reviewed on 25 Nov 2025

Hyatt Regency O'Hare Chicago
See all 1,301 properties in Half Day
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 Half Day holiday package cost?
Our Half Day packages, which start from as low as €618, are an easy way to save big bucks. Handpick your preferred hotels, flights and more to create a custom-built itinerary.
How do I get a cheap travel package to Half Day?
Combine your flight and hotel bookings, throw in extras such as tours, and save with a Half Day holiday package. You won't just walk away with exciting discounts on your adventure — you'll have a world of choice within your reach too. When you book with Expedia, you'll have your pick of over 550 airlines and 1,000,000 properties around the globe. Your next affordable adventure starts right here, right now!
Where should I stay in Half Day?
If you plan to visit Marriott Theatre, forget about commuting and find a place to stay close by. It's one of the most popular attractions in Half Day.
What are the top hotels in Half Day?
Lincolnshire Marriott Resort and Springhill Suites By Marriott Chicago Lincolnshire are two of the most well-known hotels in Half Day. Why not look up the amenities and rates at each and then decide?
How far in advance should I book my Half Day holiday?
Travellers are normally able to compare international airfares on Expedia up to 12 months prior to departure. Booking at the last minute? With a bit of luck, it's still possible to score an affordable ticket only weeks before your flight.
What does an Expedia Half Day travel package include?
Hotels, flights and a shiny set of wheels for all your fun road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few experiences and tours and watch your savings pile up. When it comes to organising your Half Day escape, you're the boss!
What should I know before booking a Half Day travel package?
When you book your hotels, flights and car rentals together, you'll walk away with great discounts. Whether you're planning a beach escape in a villa or want to stay in a cosy apartment in the city, Expedia can help make it happen.
Can I choose my airline with a Half Day Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You get to decide. We have more than 550 airline partners around the world, so you have loads of choice when creating your Half Day escape.
If I'm not able to travel, can I cancel my Half Day holiday package?
Yes you can, and we'll help you every step of the way. You may be able to amend or cancel your Half Day holiday package at no cost if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If life gets in the way of your holiday, have a look at our Customer Service Portal for further information.

Popular places to visit

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

Michigan Avenue

4.5/5(14 reviews)

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

4.5/5(40 reviews)

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

Wrigley Field
Navy Pier

Navy Pier

4/5(125 reviews)

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

Navy Pier

Things to do

Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

€38
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€39
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.