Wheeling Vacation Packages 2026 from $365

Wheeling flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

$365

per person

Jan 14 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A hair salon, express check-in, and express check-out are also on offer.

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

$725

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.

Hotel Riu Plaza Chicago

Downtown Chicago

$454

per person

Jan 14 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Villa Christina

Greater Grand Crossing

$514

per person

Jan 28 - Jan 31

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.

Pendry Chicago

Downtown Chicago

$440

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Top Wheeling hotels deals

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$215 total

Dec 12 - Dec 13

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Free airport shuttle

Pet friendly

Marriott Chicago O'Hare

8535 West Higgins Road Chicago IL

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$168 total

Nov 26 - Nov 27

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Free airport shuttle

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$154 total

Nov 22 - Nov 23

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.

Free airport shuttle

Pet friendly

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5440 N River Rd Rosemont IL

Free Cancellation

$110 nightly

$125 total

Nov 23 - Nov 24

Total with taxes and fees

This smoke-free hotel includes 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Pool

Free airport shuttle

Embassy Suites by Hilton Chicago Lombard Oak Brook

707 E Butterfield Road Lombard IL

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$120 total

Dec 6 - Dec 7

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free full breakfast each morning.

Pool

Breakfast included

Holiday Inn Chicago O'Hare – Rosemont by IHG

6600 Mannheim Road, building 2 Rosemont IL

Free Cancellation

$124 nightly

$141 total

Dec 13 - Dec 14

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and a grocery/convenience store are also offered.

Pool

Free airport shuttle

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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)

After visiting Heritage Park, make a plan to see the other sights and activities in Wheeling. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

See properties

Frequently asked questions

How much are vacation packages to Wheeling?

With vacation packages on offer from as little as $365, you won't need to max out the credit card for your trip to Wheeling. Travelocity can help. Bundle up experiences, hotels and flights into a convenient package and receive some exciting discounts. The more you book, the more you save.

How long should my Wheeling vacation be?

Most people secure a hotel for 3 nights in Wheeling. But that doesn't mean you're limited to that. How long you spend here boils down to what you hope to do on your vacation. If you intend to explore every corner of this superb location, consider staying another night or two (or even longer!).

Where can I get the best vacation package deals for Wheeling?

Travelocity is here to help you snap up an awesome Wheeling package deal. With no less than 400 air carriers and 1,000,000 properties across the globe, there's no doubt you'll find the perfect combination.

Why should I purchase my Wheeling vacation bundle with Travelocity?

Travel is all about making cherished new memories and forgetting all your worries — which is why we have a team of experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our superb range of destinations. So what are you waiting for? There's no time like the present to secure that vacation you've always wanted.

Can I save money on my Wheeling car rental if I book it with my hotel or flight?

You most certainly can — combine your flight, car and hotel into a Wheeling vacation package and you can save a handsome sum. With so much to discover in Wheeling, having your own set of wheels will make exploring a breeze. Once you're in the driver's seat, turn up the stereo and make your way to University of Wisconsin-Madison, an unmissable attraction about 100 mi from Wheeling.

Which airport is best for Wheeling?

O'Hare Intl. Airport (ORD) is 11 mi from the downtown area and is the starting point for many adventures. Alternatively, Midway Intl. Airport (MDW) is 25 mi away from central Wheeling and General Mitchell Intl. Airport (MKE) is 55 mi away from central Wheeling.

What is there to do in Wheeling?

Heritage Park is one of the outstanding sights that make Wheeling such a popular destination. But leave some extra time to experience the city's lesser-known attractions too. This is sometimes where the best memories are created.

Where should I stay when visiting Wheeling?

If you're after somewhere to spend your nights, check out the Ramada Plaza by Wyndham Chicago North Shore. It's the top choice for many travelers.