Wilmette Vacation Packages 2026 from $361

Wilmette flight + hotel vacation packages

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

Hilton Chicago O'Hare Airport

O'Hare

Save 100% on your flight

$361

per person

Feb 27 - Mar 2

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

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.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$590

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) 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

$593

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) 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.

The Emily Hotel

Downtown Chicago

Save 100% on your flight

$586

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) 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, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

Save 100% on your flight

$587

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Chicago (ORD)

This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

Top Wilmette hotels deals

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$105 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Pet friendly

Free WiFi

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$156 nightly

$179 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

Pool

Spa

Silversmith Hotel Chicago Downtown

10 S Wabash Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$149 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

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

Free WiFi

Air conditioning

Club Quarters Hotel Wacker at Michigan, Chicago

75 E Wacker Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$103 total

Jan 12 - Jan 13, 2026

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A snack bar/deli, express check-in, and express check-out are also on offer.

Pet friendly

Free WiFi

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$173 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pool

Hot Tub

Eurostars Magnificent Mile

660 North State Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$86 nightly

$101 total

Jan 25 - Jan 26, 2026

Total with taxes and fees

A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and express check-out are also provided.

Spa

Free WiFi

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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

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Wrigley Field

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

Navy Pier

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

Frequently asked questions

How much are vacation packages to Wilmette?

$361 is all you'll need for a wonderful break in Wilmette. Bundle your flights and hotel into a vacation package with Travelocity and watch the savings add up. With prices this good, there's never been a better time to travel.

How long should my Wilmette vacation be?

On average, travelers stay 2 nights in Wilmette. But that mightn't be anywhere near enough for you. If you'd like to explore some of the region's hidden treasures, why not add another night or two to your travel schedule?

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

For a fun and affordable package deal to Wilmette, you can't go past Travelocity. Take your pick from as many as 400 airlines and 1,000,000 properties worldwide to create your ideal adventure — it's really that simple.

Why should I purchase my Wilmette vacation package via Travelocity?

From exciting destinations to one-of-a-kind experiences, we have everything you need to satisfy your wanderlust. Our 24/7 support will also ensure you're taken care of during your getaway. And don't stress if you find a lower price on your booking, we'll match it. That's our Price Match Guarantee.

Will I save money on my Wilmette car rental if I bundle it with hotels and flights?

You most certainly can — bundle your car, flight and hotel into a Wilmette vacation package and you'll save a tidy sum. With so much to see in Wilmette, having your own wheels will make exploring a joy. Once you're in the driver's seat, put the stereo on and make tracks to University of Wisconsin-Madison, a renowned sight about 110 mi from Wilmette.

Which airport is best for Wilmette?

O'Hare Intl. Airport (ORD), 11 mi southwest of downtown Wilmette, is probably where you'll fly into. Your other choices are Midway Intl. Airport (MDW) (20 mi away from central Wilmette) and General Mitchell Intl. Airport (MKE) (60 mi away from central Wilmette).

What is there to do in Wilmette?

Wilmette is overflowing with sights to check out, including Baha'i House of Worship and Langdon Park Beach. These renowned attractions are on most tourists' to-do lists.

Where should I stay when visiting Wilmette?

Many visitors opt to stay at the Residence Inn by Marriott Chicago Wilmette/Skokie. It's a great base for your Wilmette getaway.