Wheeling Vacation Packages 2026 from $457

Wheeling flight + hotel vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$457

per person

Sep 3 - Sep 5

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

$925

per person

Aug 6 - Aug 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.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$749

per person

Sep 3 - Sep 6

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.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$824

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Omni Chicago Hotel

Downtown Chicago

Save 100% on your flight

$646

per person

Sep 3 - Sep 6

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 free WiFi in public areas, express check-out, and valet parking. There's in-room fitness on site, and concierge services and wedding services are also offered.

Top Wheeling hotels deals

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

$135 nightly

$154 total

Jul 20 - Jul 21

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.

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$240 nightly

$282 total

Jul 4 - Jul 5

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.

Holiday Inn Chicago North-Evanston by IHG

1501 Sherman Ave Evanston IL

Free Cancellation

$139 nightly

$159 total

Jul 9 - Jul 10

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and express check-out are also offered.

Marriott Chicago O'Hare

8535 West Higgins Road Chicago IL

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$198 total

Jul 2 - Jul 3

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.

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$89 total

Jul 1 - Jul 2

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5440 N River Rd Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$130 total

Jul 5 - Jul 6

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.

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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.

Popular places to visit

An aerial view of a baseball stadium surrounded by urban buildings and streets.

Wrigley Field

4.5/5(2,149 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

A city skyline with a large stadium and marina.

Soldier Field

4.5/5(1,274 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

A Ferris wheel and a carousel at a fairground.

Navy Pier

4.5/5(4,925 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Frequently asked questions

How much are vacation packages to Wheeling?

With vacation packages on offer from as little as $457, 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.