Half Day Holidays from £1,138

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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.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was £1,498, price is now £1,138 per person
£1,138
per person
9 Jul - 14 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Breakfasr good, view great

Reviewed on 1 May 2026

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 £2,575, price is now £1,757 per person
£1,757
per person
16 Jun - 23 Jun
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Clean the staff is very nice and polite

Reviewed on 3 May 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,867, price is now £2,034 per person
£2,034
per person
11 Jul - 18 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back

Reviewed on 27 Apr 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £3,229, price is now £2,376 per person
£2,376
per person
11 Jul - 18 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
The staff was very welcoming and the rooms were super clean & well maintained. The location is also very convenient, quiet but close and walking distance to the river and the amazing restaurants. Will definitely revisit the Penninsula soon.

Reviewed on 2 May 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was £2,518, price is now £1,876 per person
£1,876
per person
16 Jun - 23 Jun
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (1,124 reviews)
Great staff and perfect place to be in the middle of everything!

Reviewed on 27 Apr 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
Downtown Chicago

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.

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 £85 per night from 9 May to 10 May
£85
9 May - 10 May
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Room was clean and quiet. Staff were friendly, efficient and accommodating. Breakfast was good, gym area was clean and sufficient and laundry room was a blessing!

Reviewed on 3 May 2026

Staybridge Suites, Lincolnshire by IHG
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 £142 per night from 10 May to 11 May
£142
10 May - 11 May
includes taxes & fees
8.8/10 Excellent! (2,520 reviews)
Y

Reviewed on 2 May 2026

Hyatt Regency O'Hare Chicago
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
1501 Sherman Ave Evanston IL
Fully refundable
The price is £98 per night from 26 May to 27 May
£98
26 May - 27 May
includes taxes & fees
8.6/10 Excellent! (1,889 reviews)
Old hotel , smelly carpets, bad parking

Reviewed on 2 May 2026

Holiday Inn Chicago North-Evanston by IHG
See all 1,344 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 £1,138. 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

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(127 reviews)

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

Navy Pier
Millennium Park

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
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.