Wheeling Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Wheeling Vacation Packages

Wheeling Hotel Deals

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 SARĀ 635 per night from Aug 3 to Aug 4
SARĀ 635
SARĀ 723 total
3 Aug - 4 Aug
includes taxes & fees
Hyatt Regency O'Hare Chicago
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 SARĀ 974 per night from Aug 15 to Aug 16
SARĀ 974
SARĀ 1,144 total
15 Aug - 16 Aug
includes taxes & fees
Hilton Chicago O'Hare Airport
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
Fully refundable
The price is SARĀ 400 per night from Aug 9 to Aug 10
SARĀ 400
SARĀ 460 total
9 Aug - 10 Aug
includes taxes & fees
8/10 Very Good! (3,091 reviews)
"Got here and was told 100 deposit which is fine but I go up to my room and the room had stains all over the carpet. So didnā€™t understand how u have to pay for a deposit and the rooms arenā€™t even all the way clean. The carpet even had sticky spots that was even strange. Didnā€™t know you had to pay ..."

Reviewed on 16 July 2026

Comfort Suites Chicago O'Hare Airport
See all 2,631 properties in Wheeling
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.

Stay near popular Wheeling attractions

Heritage Park

6.8/10 (35 reviews)
Heritage Park offers 104 acres of recreation with a scenic lake, sports fields, and miles of walking paths. Enjoy bird-watching from the 1.3-mile lakeside trail or reserve a picnic shelter for family gatherings.
See properties

Frequently asked questions

How much does a Wheeling vacation package cost?
You can pick up a vacation package to this top destination on Expedia. However, how much your vacation to Wheeling costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Wheeling?
If you'd like to book a cheap Wheeling vacation package, consider traveling in January, March and December. You'll generally find lower rates on airfares and hotels during these months ā€” ideal for budget-conscious travelers.
How to find the best Wheeling package deals?
Use Expedia's filter tool to find some unbeatable Wheeling package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Wheeling package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Wheeling vacation as a package?
You can enjoy significant savings on your Wheeling escape by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Wheeling?
If you've got your Wheeling travel dates locked in, book as soon as you can to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Wheeling?

  1. Choose when to get away: Check your diary and pack your bags. Your favorite time of year and the available activities will also help you decide when to escape to Wheeling.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and food to activities and airfares. Your hotel will probably be the biggest expense during your trip to Wheeling.
  3. Decide how long to go away for: Now that you know more about Wheeling, you can work out the right length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Wheeling vacation package.