Half Day Holidays from £937

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Your Half Day Holiday

When you book a holiday package to Half Day, you can relax and enjoy your break knowing that all your travel plans are in order. Discover the wonders of this vibrant city while based in a neighbourhood like Riverwoods, which is great for nature. If a sightseeing tour is part of the plan during your trip to Half Day, visit well-known attractions like Marriott Theatre, Edward L. Ryerson Conservation Area and Par-King Skill Golf. A few quick clicks is all it takes to craft a tailored Half Day holiday on Expedia.

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
£937
per person
7 Nov - 14 Nov
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£1,678
per person
7 Nov - 14 Nov
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
£1,260
per person
7 Nov - 14 Nov
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
A wonderful hotel. The hotel is in a great location and very convenient. The breakfast is plentiful and delicious

Reviewed on 23 Sept 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
Save 100% on your flight
£1,389
per person
7 Nov - 14 Nov
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,010 reviews)
Pendry Chicago

Pendry Chicago

Downtown Chicago
Save 100% on your flight
£1,623
per person
7 Nov - 14 Nov
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,146 reviews)
Friendly staff and location is great

Reviewed on 22 Sept 2026

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
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top hotels in Half Day

Courtyard by Marriott Chicago Lincolnshire

Courtyard by Marriott Chicago Lincolnshire

505 Milwaukee Ave Lincolnshire IL
£78
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (449 reviews)
"The pics on expedia show pool and my son was so sad to find out there wasn't one"

Reviewed on 20 Sept 2026

Courtyard by Marriott Chicago Lincolnshire
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
£144
18 Oct - 19 Oct
includes taxes & fees
Hyatt Regency O'Hare Chicago
Marriott Chicago O'Hare

Marriott Chicago O'Hare

8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
£165
23 Oct - 24 Oct
includes taxes & fees
Marriott Chicago O'Hare
See all 1,255 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 travel package cost?
Discover the best of Half Day from as low as £937. Choose from a great selection of rental cars, hotels and flights to suit every budget. Land even better deals when you add a few activities or tours to your package.
If I'm not able to travel, can I cancel my Half Day travel package?
Whether it's your hotel, flight or rental car, you can cancel or change it. Locked in your Half Day travel package in the last 24 hours? You may be able to make changes at no cost. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Half Day?
Bundle your hotels and flights with Expedia to save big on your next exciting adventure. With over 550 airlines and 1,000,000 hotel options across the world, your Half Day holiday package can be tailored exactly to suit your travel style. With all that extra cash, why not include one or two interesting tours and activities? It's an easy way to unlock even more discounts. Your dream holiday in Half Day is much closer than you thought!
Does Expedia offer Book Now, Pay Later Half Day holidays?
Expedia has partnered with online lender Klarna to make your next break easier on your hip pocket. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find one that suits your budget. Check out these flexible payment options:
  • Pay monthly holidays: Klarna has easy monthly payment plans that fit all budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: If you'd prefer to pay off your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.
Where should I stay in Half Day?
If you plan to check out Marriott Theatre, maximize your time sightseeing and stay close by. It's one of the top attractions in the area.
What are the top hotels in Half Day?
If it's your first time staying in Half Day, lock in a room at Lincolnshire Marriott Resort or Staybridge Suites, Lincolnshire, an IHG Hotel. Both hotels offer comfy beds and are popular options with many travellers.
How far in advance should I book my Half Day holiday?
Get rewarded with the widest variety at the cheapest prices by booking your adventure to Half Day early. Airlines tend to release tickets around a year prior to departure, so secure your spot ASAP. That said, Expedia is dedicated to giving you the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia Half Day travel package include?
It comes down to what kind of getaway you're thinking about. Half Day travel deals can include hotels, flights and car rentals. You can mix and match to find the bundle that suits your budget and style. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Half Day travel package?
When you book your hotels, flights and car rentals together, you'll pick up great discounts. Whether you're planning a rural escape in a cottage or want to stay in a comfortable hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Half Day Expedia travel package?
With a travel package, you're in control. Whether you'd prefer to fly to Half Day in first class or coach, simply select from the available airline options. Expedia has access to more than 550 airline partners globally.

Stay near popular Half Day attractions

Marriott Theatre

9.0/10 (48 reviews)
You can enjoy a show at Marriott Theatre on your trip to Lincolnshire. Stroll along the lakeside or attend a sporting event in the area.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Flyover in Chicago

Flyover in Chicago

£23
per adult
98% of travellers recommend
Flyover in Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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. Flight-inclusive packages are ATOL protected.