Half Day Holidays from £1,060

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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.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,793, price is now £1,060 per person
£1,060
per person
20 Sept - 27 Sept
found 13 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (654 reviews)
Loved everything about it. Amazing room, view and pool!

Reviewed on 20 Aug 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
Save 100% on your flight
Price was £2,456, price is now £1,537 per person
£1,537
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
Staff was amazing!! Everything was so easy checking in and checking out. The stay was great! It was so nice having the pier to ourselves after hours.

Reviewed on 20 Aug 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,097, price is now £1,375 per person
£1,375
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Great spot, good location, nice rooms.

Reviewed on 20 Aug 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,174, price is now £1,426 per person
£1,426
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Staff were excellent, I needed to mail some parcels for a business event which they held for over a week (arrived earlier than expected!) breakfast was also excellent. Rooms were noisy, not from outside but from the other rooms. Walls must be thin and could hear conversation and the TV from both sides.

Reviewed on 20 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £3,558, price is now £2,377 per person
£2,377
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug 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 featuring 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

Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £125 per night from 5 Sept to 6 Sept
£125
5 Sept - 6 Sept
includes taxes & fees
8.4/10 Very Good! (1,128 reviews)
"Room was grear & bed super comfortable"

Reviewed on 18 Aug 2025

Marriott Chicago O'Hare
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 £156 per night from 12 Sept to 13 Sept
£156
12 Sept - 13 Sept
includes taxes & fees
8.2/10 Very Good! (2,097 reviews)
"The room was clean and the bed was comfortable. The staff was courteous and helpful."

Reviewed on 18 Aug 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
Fully refundableReserve now, pay when you stay
The price is £114 per night from 24 Aug to 25 Aug
£114
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (1,843 reviews)
"Had a great time employees are great not one bad experience"

Reviewed on 18 Aug 2025

Hyatt Regency O'Hare Chicago
See all 1,213 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Half Day travel package cost?
Discover the best of Half Day from as low as £1,060. 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

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
Magnificent Mile - River North which includes 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
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

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
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. Flight-inclusive packages are ATOL protected.