Wheeling Vacation Packages 2026 from $426

Wheeling flight + hotel vacation packages

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

The Whitehall Hotel, BW Premier Collection

Downtown Chicago

Save 100% on your flight

$426

per person

Oct 1 - Oct 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a computer station, and dry cleaning are also offered.

Holiday Inn Chicago O'Hare – Rosemont by IHG

Save 100% on your flight

$491

per person

Oct 2 - Oct 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$669

per person

Oct 1 - Oct 4

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.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$694

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Save 100% on your flight

$480

per person

Oct 1 - Oct 4

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. WiFi in public areas is free. Valet parking, a coffee shop, and a snack bar/deli are also offered.

Top Wheeling hotels deals

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$193 total

Aug 30 - Aug 31

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

$129 nightly

$147 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel features 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 laundry facilities are also provided.

Pool

Free airport shuttle

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$213 nightly

$250 total

Aug 29 - Aug 30

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

Comfort Suites Chicago O'Hare Airport

4200 North River Road Schiller Park IL

Free Cancellation

$93 nightly

$107 total

Aug 23 - Aug 24

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. Enjoy freebies like buffet breakfast and an area shuttle

Breakfast included

Free airport shuttle

Holiday Inn Chicago O'Hare – Rosemont by IHG

6600 Mannheim Road, building 2 Rosemont IL

Free Cancellation

$138 nightly

$157 total

Aug 31 - Sep 1

Total with taxes and fees

Pool

Free airport shuttle

Renaissance Chicago North Shore Hotel

933 Skokie Blvd Northbrook IL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$124 total

Aug 9 - Aug 10

Total with taxes and fees

This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free area shuttle. A 24-hour business center, limo/town car service, and a garden are also on offer.

Pet friendly

Parking included

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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 $426, 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.