Half Day Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Interstate Motel

Interstate Motel

2 out of 5
Price was S$563, price is now S$542 per person
S$542
per person
8 Nov - 11 Nov
found 18 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
7.6/10 Good! (19 reviews)
An unopened package of cheese hot dogs left in refrigerator. Considered taking them but dodn't.

Reviewed on 1 Jun, 2025

Comfort Suites Rensselaer near Fair Oaks

Comfort Suites Rensselaer near Fair Oaks

2.5 out of 5
Price was S$706, price is now S$674 per person
S$674
per person
8 Nov - 11 Nov
found 18 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (390 reviews)
Hotel was clean. Manager was very helpful.

Reviewed on 21 Sept, 2025

Holiday Inn Express Rensselaer by IHG

Holiday Inn Express Rensselaer by IHG

2.5 out of 5
Price was S$700, price is now S$677 per person
S$677
per person
8 Nov - 11 Nov
found 18 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.2/10 Very Good! (449 reviews)
The desk clerk was great. Saw that we'd unloaded our cart, and started to walk down the hall to pick it up. Nice property.

Reviewed on 20 Sept, 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

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 S$223 per night from 29 Oct to 30 Oct
S$223
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (2,034 reviews)
"great thanks"

Reviewed on 30 Sept, 2025

Hyatt Regency O'Hare Chicago
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 S$244 per night from 24 Oct to 25 Oct
S$244
24 Oct - 25 Oct
includes taxes & fees
8.4/10 Very Good! (1,152 reviews)
"Good"

Reviewed on 30 Sept, 2025

Marriott Chicago O'Hare
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

4 out of 5
1200 N Mittel Blvd, Wood Dale, IL
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 12 Oct to 13 Oct
S$139
12 Oct - 13 Oct
includes taxes & fees
8/10 Very Good! (1,041 reviews)
"The room was perfect: very clean and nicely appointed. The staff were friendly and helpful. Airplanes taking off from O’Hare will create some noise but it is not too bad. 9.5/10"

Reviewed on 1 Oct, 2025

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
See all 1,240 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 S$542, 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

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Things to do

River tour boat in Chicago

Architecture River Tour

S$63
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

S$58
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.