Top Wheeling Hotel Deals

Make the Most of Your Wheeling Stay

A culinary destination with business appeal

Wheeling has earned its reputation as the Chicago suburbs' premier dining destination, with Milwaukee Avenue's Restaurant Row drawing food enthusiasts from across the region. This corridor traces its roots to the 1830s, when the village served as a stagecoach stop between Chicago and Wisconsin, establishing a hospitality tradition that continues today. You'll find everything from Bob Chinn's Crab House, a high-volume seafood institution since 1982, to Cooper's Hawk Winery & Restaurant and Rosebud Steakhouse's USDA Prime cuts.

Corporate travel infrastructure

Chicago Executive Airport positions Wheeling as a strategic hub for business aviation, serving as Illinois' fourth-busiest airport with 325 based aircraft. Corporate travelers appreciate private aviation access combined with proximity to O'Hare International, just 11 miles south. The Westin anchors the village's conference facilities, while the historic 1927 Tudor-style Chevy Chase Country Club provides an elegant setting for corporate golf outings and client entertainment.

Modern conveniences meet suburban calm

The recently developed Wheeling Town Center brings mixed-use energy to this quiet suburb, offering direct Metra rail connections to downtown Chicago alongside entertainment venues like Cinergy Dine-In Cinemas. This transformation complements the village's family-friendly character while creating a walkable downtown core for business visitors and locals.

Frequently Asked Questions about Wheeling

Can I use my miles on Delta Stays to book hotels in Wheeling?

Yes, you're welcome to use your Delta miles to book your Wheeling hotel stay, or if you prefer, you can combine your miles with cash for more flexibility. When you log in to your Delta SkyMiles® account, you will also discover Member offers at select properties that could enhance your travel experience.

What is the benefit of booking my Wheeling hotel directly on Delta Stays?

SkyMiles Members can earn 2 miles per $1 spent on completed hotel stays and vacation rentals booked through Delta Stays, get access to Member offers at select properties, and can pay with miles, cash, or a combination of both. Simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash to ensure you earn your miles. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

Is it possible to change or cancel my hotel booking made through Delta Stays?

Cancellation policies differ depending on the property you choose. We recommend reviewing the specific cancellation policy displayed under each hotel's details before completing your reservation. You'll find that some rates are refundable, while others are non-refundable. Any modifications or cancellations to your reservation may affect the mileage credits you earn and receive in your account.

Can I use my Delta SkyMiles® American Express® Card to book?

As a Delta SkyMiles® Gold, Platinum, or Reserve American Express® Cardholder, you can earn additional miles along with valuable benefits, including an annual statement credit of up to $200 applicable toward prepaid accommodations booked through Delta Cars and Stays. These offers are subject to specific terms and conditions. To explore all the benefits available with your card, please visit the Delta SkyMiles® American Express Credit Cards page for complete details.

Can I earn MQDs on Delta Stays hotel bookings?

Occasionally, Delta Stays may offer SkyMiles Members an opportunity to earn Medallion® Qualification Dollars on hotels and vacation rentals booked through Delta Stays. For the most current MQD earning opportunities and their associated requirements, we recommend visiting the dedicated Delta Stays MQD Offer page where you can review all available offers and their corresponding terms and conditions.

Do I need to have a Delta SkyMiles account to book hotels on Delta Stays?

While Delta Stays welcomes all travelers to use their hotel booking services, obtaining SkyMiles account unlocks additional benefits including mile-earning opportunities and access to Member-only rates and promotions. As a SkyMiles Member, you will receive 2 miles per $1 spent through Delta Cars and Stays (not including taxes and other charges). Joining the SkyMiles program is entirely free. Become a Member today by visiting the delta.com.

On Delta Stays, can I book a vacation rental?

Absolutely, Delta Stays features an extensive portfolio of vacation rentals in addition to traditional hotel accommodations. You can search for homes, condos, and other unique stays powered by Vrbo on the Vacation Rentals page.

What hotels in Wheeling have high ratings?

The Westin Chicago North Shore has a guest rating of 8.8 out of 10, and features an indoor pool and a restaurant.

What's a good time of year to visit Wheeling?

To experience Wheeling during great weather, visit in September when temperatures average in the 70s°F with pleasant skies and the celebrated Taste of the Town culinary event. For off-peak prices and hotel deals, consider October when temperatures reach the 60s°F with comfortable conditions and fewer visitors.

What hotels in Wheeling are located closest to Heritage Park?

Heritage Park spans 104 acres with a 10-acre lake encircled by a 1.3-mile trail where you can spot local birds. Sports fields and picnic shelters make it ideal for gatherings. The Westin Chicago North Shore is a popular hotel, which is just a short drive away. Loews Chicago O'Hare Hotel is another well-reviewed hotel and it is within a short drive.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar