Wilmette Vacation Packages 2026 from $459

Wilmette flight + hotel vacation packages

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

theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

$459

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$470

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

The Emily Hotel

Downtown Chicago

Save 100% on your flight

$565

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$876

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$556

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 Wilmette hotels deals

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$192 total

Jan 19 - Jan 20

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

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$105 total

Jan 25 - Jan 26

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

$168 nightly

$193 total

Jan 19 - Jan 20

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

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 30 - Jan 31

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

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$110 total

Jan 19 - Jan 20

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Pool

Breakfast included

Sable at Navy Pier Chicago, Curio Collection by Hilton

900 E Grand Chicago IL

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$153 total

Jan 19 - Jan 20

Total with taxes and fees

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.

Free WiFi

Restaurant

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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?

$459 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.