Wheeling Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Wheeling
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
€854
per person
24 Sept - 29 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Rooms are extremely cold. Glass/ mirrors & table dirty with fingerprints & crumbs still on table. Shower leaked water all over floor. Toilet had hair on it. Not informed about hidden $30 feet a day. Did not sleep comfortably during stay due to room temperature
Reviewed on 23 Aug 2026
Top hotels in Wheeling
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
€165
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (3,073 reviews)
"Everything was great, staff was very helpful and amenities were available. $45 for a guest parking their car is a little much"
Reviewed on 24 Aug 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
€259
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very good! (2,436 reviews)
"Convenient location and beautiful hotel!"
Reviewed on 23 Aug 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
€148
31 Aug - 1 Sept
includes taxes & fees
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.
What to do in Wheeling
Chicago: Navy Pier Centennial Wheel Ticket
€21
per adult
90% of travellers recommend
Frequently asked questions
How much does a Wheeling holiday package cost?
Offering excellent value package deals from €680 on Expedia, you'll be surprised at how little a holiday to Wheeling costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Wheeling?
You can usually find lower prices and greater availability in January, March and December. Explore our cheap Wheeling holiday packages and you could get some great off-season discounts.
How many days is enough for Wheeling?
With a well-planned schedule, you can easily hit the main Wheeling sights in a few days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Wheeling holiday for longer.
How to find the best Wheeling package deals?
Begin your search for a Wheeling package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Wheeling package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Wheeling escape underway.
Is it cheaper to book a Wheeling holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and accommodation separately. Better still, you can personalise your Wheeling getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Wheeling?
If you've got your Wheeling travel dates confirmed, book as soon as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Wheeling?
- Choose your travel dates: What you'd like to do in Wheeling and your favourite season can help you decide when to go.
- Budget wisely: As well as the price of your hotel, you should consider other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Wheeling.
- Decide how long to go for: Now that you're more familiar with Wheeling, you can figure out the perfect length of your break. Create a rough plan and give yourself enough time to cover everything you want to do.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Wheeling holiday package that brings all your bookings together.
Explore a world of travel with Expedia
- Cheap Hotels in Arlington Heights
- Arlington Heights Hotels
- Bannockburn Hotels
- Barrington Hotels
- Buffalo Grove Hotels
- Hotels near Chicago Executive
- Apartments in Deer Park
- Apartments in Deerfield
- Deerfield Hotels
- La Quinta Inn & Suites Hotels in Des Plaines
- Des Plaines Hotels
- Hilton Hotels in Elk Grove Village
- Elk Grove Village Hotels
- Motel 6 Hotels in Glenview
- Glenview Hotels
- Highland Park Hotels
- Hotels near LEGOLAND® Discovery Center
- Lincolnshire Hotels
- Hotels with Spa in Mount Prospect
- Mount Prospect Hotels
- Villas in Ned Brown Forest Preserve
- Apartments in Northbrook
- Boutique Hotels in Northbrook
- Hyatt Hotels in Northbrook
- Northbrook Hotels
- Golf Hotels in Palatine
- Lgbt-Friendly Hotels in Palatine
- Palatine Hotels
- Lgbt-Friendly Hotels in Park Ridge
- Park Ridge Hotels
- Lgbt-Friendly Hotels in Rolling Meadows
- Rolling Meadows Hotels
- Aparthotels in Schaumburg
- Hotels near Schaumburg Convention Center
- La Quinta Inn & Suites Hotels in Vernon Hills
- Marriott Hotels & Resorts in Vernon Hills
- Vernon Hills Hotels
- Hotels near Wolff's Flea Market
- Hotels near Woodfield Mall
- Flights to Arlington Heights
- Flights to Buffalo Grove
- Flights to Des Plaines
- Flights to Elk Grove Village
- Flights to Mount Prospect
- Flights to Mundelein
- Flights to Vernon Hills
- Flights from Dublin (DUB) to Chicago (ORD)
- Flights from Malden (MAW) to Chicago (ORD)
- Flights from Madison (MSN) to Chicago (ORD)
- Flights from Peoria (PIA) to Chicago (ORD)
- Flights from Shannon (SNN) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (ORD)
- Arlington Heights Holidays
- Visit Arlington Heights
- Baha'i House of Worship
- Baker's Lake Nature Preserve
- Bridges of Poplar Creek Country Club
- Camp Pine Woods
- Chicago Botanic Garden
- Visit Oakton
- Chippewa Woods
- Chocolate Box
- Visit Des Plaines
- Edge Ice Arena
- Elk Grove Village Holidays
- Fox River Grove Holidays
- Glenview Prairie Golf Club
- Golf Holidays
- Heavenly Massage
- Visit Highwood
- Kiddie Kingdom
- Lake Zurich Holidays
- Legoland® Discovery Center
- Mainstreet Libertyville
- Makray Memorial Golf Club
- Naval Base Great Lakes
- Norridge Holidays
- Visit North Suburbs
- Northbrook Village Hall
- Visit Northbrook
- Oak Ridge Marsh Nature Park
- Rosalind Franklin University of Medicine and Science
- Rosemont Holidays
- Visit Rosemont
- Schaumburg Holidays
- The Catlow Theater
- Wauconda Village Hall
- Woodfield Mall
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
