Rosemont Vacations from $256

Rosemont is a central urban destination known for its family-friendly attractions, and you can find a variety of Rosemont vacation package options to suit different travel styles:

• Budget: For value-conscious travelers, properties like Extended Stay America Suites Chicago O'Hare Allstate Arena, rated 7.7 out of 10 by travelers, offer essential amenities for a comfortable stay.
• Pet-friendly: Many hotels welcome pets, such as Staybridge Suites Chicago O'Hare - Rosemont by IHG, rated 8.5 out of 10 by travelers, which offers pet-friendly accommodations and is often found affordable by travelers.
• Breakfast included: Hotels like Loews Chicago O'Hare Hotel, a 4.5-star property rated 9 out of 10 by travelers, frequently include free breakfast, making it highly recommended by travelers.
• Airport Shuttle: For convenience, many packages feature hotels with airport shuttle service. The Westin O'Hare, a 4-star hotel rated 8.9 out of 10 by travelers, provides a free airport shuttle and is praised for its great location.
• Family: Packages for families often include stays at hotels with family-friendly amenities. Embassy Suites by Hilton Chicago O'Hare Rosemont, a 4-star hotel rated 8.2 out of 10 by travelers, offers family rooms and an indoor pool, with travelers often loving the rooms.

When you bundle, you can save up to 30%*. To save money on a Rosemont package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

A Rosemont vacation package typically costs around $650 per adult for a weekend trip. Lower-priced bookings start from around $400 per adult, while packages with more amenities or longer stays can reach up to $1,300 per adult.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

The cheapest Rosemont vacation package deals can be as low as around $380 per adult for weekend trips. Separately, January and February typically have the lowest average monthly prices, around $520 to $550 per adult, typically for a 2-day trip.


Bundling flights and hotel together also typically saves money on a weekend trip — most Rosemont packages include some savings versus booking separately, typically around $35 per adult. Week-long trips can save even more, often around $80 per adult, and two-week trips can save around $100 per adult. Browse cheap vacation packages in Rosemont for current deals.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

The best time to go for a Rosemont vacation package is typically during the peak booking months from June to July, and in September, when demand is highest for the area's attractions and events.


For travelers seeking more affordable options, from January to February and in November, package prices tend to be lower. January is often the quietest month, while July sees the highest demand.

A Rosemont vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels in the area offer convenient airport shuttle service to and from Chicago O'Hare International Airport (ORD), making arrivals and departures smooth. Additionally, a good number of properties include free breakfast, which can be a great way to start your day before exploring the city.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

For families, a Rosemont vacation package built around a stay at Embassy Suites by Hilton Chicago O'Hare Rosemont is a strong choice. This 4-star hotel, rated 8.2 out of 10 by travelers, offers family rooms, an indoor pool, and free breakfast, with travelers loving the rooms and finding the food great. Nightly rates here are around $270.


Couples looking for a highly recommended stay might consider a package with Loews Chicago O'Hare Hotel. This 4.5-star property, rated 9 out of 10 by travelers, features a bar/lounge and restaurant, and is highly recommended by travelers, who also praise the super helpful staff. Nightly rates are around $330.


If you're seeking the best value, a package including Holiday Inn Chicago O'Hare – Rosemont by IHG could be ideal. Rated 8.4 out of 10 by travelers, this hotel offers an indoor pool, restaurant, and free breakfast, with travelers noting the good value for money in the rooms and the always friendly staff. Nightly rates are around $230.


*Package availability and prices may change depending on dates and demand.

Rosemont is primarily an urban destination known for its family-friendly attractions and entertainment options. A Rosemont vacation focuses on city experiences, with venues like the Donald E. Stephens Convention Center and the Parkway Bank Park Entertainment District offering a variety of events and activities.


Rosemont excels as a central hub for urban exploration and entertainment.

Rosemont is a strong choice for family vacation packages, with some bookings being family trips. Many hotels in the area cater to families, offering amenities like family rooms, indoor pools, and complimentary breakfast.


For example, the 4-star Embassy Suites by Hilton Chicago O'Hare Rosemont, rated 8.2 out of 10 by travelers, provides family rooms, an indoor pool, and free breakfast, making it a comfortable base for a family stay. Beyond the hotels, families can enjoy attractions like the Six Flags Great America theme park, about 7 miles from central Rosemont, or catch a game at the Allstate Arena, about 2 miles away.

Book your Rosemont vacation package around 4 weeks in advance. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 1 and 7 weeks out.


From June to July, and in September, are the most popular months for Rosemont packages, so booking earlier is advisable if you're traveling during these times.

A Rosemont vacation offers a variety of urban attractions and entertainment options:


Browse and book things to do in Rosemont on Expedia.

Most Rosemont vacation packages last around 3 days, with weekend trips being the most common choice for travelers. This duration allows enough time to explore key attractions like the Donald E. Stephens Convention Center, catch a show at the Rosemont Theatre, or enjoy shopping at the Fashion Outlets of Chicago.


While most travelers opt for weekend stays, some choose week-long trips, and a select few extend their visit to around two weeks, offering more time to experience the area at a relaxed pace.

Rosemont is an excellent choice for a weekend vacation package, as most travelers already choose weekend trips to the area. A short stay allows you to focus on the vibrant entertainment and shopping options.


You can easily spend a weekend exploring the Parkway Bank Park Entertainment District, enjoying a show at the Rosemont Theatre, or catching an event at the Allstate Arena. The Fashion Outlets of Chicago are also within easy reach for a shopping excursion.

For a Rosemont vacation package, public transport can be quite useful, especially for reaching key areas. Rosemont has a station on the Blue Line of the Chicago "L", which offers direct rail service to O'Hare International Airport (ORD) and downtown Chicago. Pace also operates numerous local bus routes from the Rosemont 'L' station, including the free Rosemont Entertainment Circulator.


Many hotels in the area also provide shuttle services to and from O'Hare International Airport (ORD). However, for exploring attractions beyond the immediate central areas or for greater flexibility, a rental car is often recommended.

Rosemont vacation package hotels are generally well-located, with many properties within easy reach of central Rosemont and its main attractions.


For example, the 4-star The Westin O'Hare, rated 8.9 out of 10, is about a 10-minute walk from central Rosemont and about a 15-minute walk from the Donald E. Stephens Convention Center. The 4.5-star Loews Chicago O'Hare Hotel, rated 9 out of 10, is about 1 mile from central Rosemont and about a 5-minute walk from the convention center. Similarly, the 4-star The Rose Chicago, Tapestry Collection by Hilton, rated 8.8 out of 10, is also about 1 mile from central Rosemont and about a 15-minute walk from the convention center.


These central locations make it convenient to access entertainment, dining, and event venues during your stay.

Many Rosemont vacation package hotels are conveniently located within walking distance of various dining and shopping options, especially around key entertainment and convention areas.


For instance, Aloft by Marriott Chicago O'Hare, rated 8.2 out of 10, the 3.5-star Hilton Rosemont Chicago O'Hare, also rated 8.2 out of 10, and the 4-star Embassy Suites by Hilton Chicago O'Hare Rosemont, rated 8.2 out of 10, are all about a 5-minute walk from the Donald E. Stephens Convention Center, which is surrounded by restaurants and shops. Similarly, the 3.5-star Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG, rated 8 out of 10, is about a 5-minute walk from the Rosemont Theatre, placing you near additional dining and entertainment venues.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Rosemont vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Rosemont, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Rosemont vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Rosemont getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.