Cheap Winnetka Vacation Packages

You’re on the hunt for a steal of a deal on your Winnetka vacation package. You’ve got your list of things you want, and you’re checking it twice: a ballin’ (on a budget) Winnetka hotel, a champagne poppin’ flight (for a knock-off beer price), and maybe even a super-nice car rental (for a borrowed bike fee).

Think it’s all just a dream? Not when you book your Winnetka vacation deal with Hotwire.

Are you for real with these vacation package deals

Daydreaming is even better when wildly good deals become your reality. Scoring hotel and flight deals to Winnetka for a price that works with your budget is realer than real when you book your package with Hotwire. Ready to get all of your wildest dreams fulfilled (for way less than you expected)? Don’t sleep on these Hotwire deals.

Frequently Asked Questions About Vacation Packages

How much is a vacation to Winnetka?

When you want to book the very best Winnetka getaway, but you aren’t looking to empty your bank account on planning your trip, cheap vacation packages are the way to go. You can jump into an incredible vacay to Winnetka for as low as $423 and keep your cash for the necessities—like the dreamiest fun times in town.

When is the best time to book a vacation package to Winnetka?

Looking to save some extra cash on your Winnetka vacation? Try going on your getaway in , which is the off-season, and avoid the most popular time to vacation in the month of . Want to get away now-ish and still save? Book a last-minute vacation package with a Hot Rate hotel deal. You could save up to 60% off on your hotel versus booking a listed rate two weeks earlier.

How to get the best vacation package deals to Winnetka?

If scoring the very best deal on your Winnetka vacation is at the top of your to-do list, book your package with Hotwire and prepare to get way more bang for your buck.

What is the cheapest day to book a vacation package?

Reserving a Winnetka vacation package on a Tuesday is the cheapest day to book, or you can save more any day on Hotwire, with packages as low as $423.

Can I vacation in Winnetka right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Winnetka right now?” When it’s time to book your vacation package, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

What does Hotwire Winnetka travel package include?

When you book a package deal on Hotwire, you can expect a Winnetka vacation package with airfare and hotel. Want a rental car too? No biggie‚ you can add it to your package. Everything you need for an amazing trip? Check.

Winnetka Flight + Hotel Packages

Prices and availability subject to change. Additional terms may apply.

Glendale Hotel

Save 100% on your flight

per person

Jul 13 - Jul 20

Roundtrip flight included

Detroit (DTW) to Los Angeles (LAX)

Stay at this hotel in Glendale. Enjoy free WiFi, onsite parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dodger Stadium and Los Angeles Zoo are located nearby. Discover genuine guest reviews for Glendale Hotel, in Somerset neighborhood, along with the latest prices and availability – book now.

Cameo Beverly Hills

Save 100% on your flight

per person

Jul 13 - Jul 20

Roundtrip flight included

Detroit (DTW) to Los Angeles (LAX)

Stay at this luxury hotel in Los Angeles. Enjoy breakfast, room service, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Rodeo Drive and The Grove are located nearby. Discover genuine guest reviews for Cameo Beverly Hills, in Pico - Robertson neighborhood, along with the latest prices and availability – book now.

Oceana Santa Monica, LXR Hotels & Resorts

Save 100% on your flight

per person

May 24 - May 27

Roundtrip non-stop flight included

Detroit (DTW) to Los Angeles (LAX)

Stay at this 5-star luxury hotel in Santa Monica. Enjoy free WiFi, 2 restaurants, and a full-service spa. Popular attractions Santa Monica Beach and Santa Monica Pier are located nearby. Discover genuine guest reviews for Oceana Santa Monica, LXR Hotels & Resorts, in North of Wilshire neighborhood, along with the latest prices and availability – book now.

Fairmont Miramar Bungalows

Save 100% on your flight

per person

May 24 - May 27

Roundtrip non-stop flight included

Detroit (DTW) to Los Angeles (LAX)

Stay at this 5-star luxury hotel in Santa Monica. Enjoy a beach locale, a full-service spa, and breakfast. Popular attractions Santa Monica Beach and Santa Monica Pier are located nearby. Discover genuine guest reviews for Fairmont Miramar Bungalows, in North of Wilshire neighborhood, along with the latest prices and availability – book now.

The Huntley Hotel

Save 100% on your flight

per person

Jul 13 - Jul 20

Roundtrip flight included

Detroit (DTW) to Los Angeles (LAX)

Stay at this family-friendly hotel in Santa Monica. Enjoy breakfast, WiFi, and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Santa Monica Beach and Santa Monica Pier are located nearby. Discover genuine guest reviews for The Huntley Hotel, in North of Wilshire neighborhood, along with the latest prices and availability – book now.

Hotel Angeleno

Save 100% on your flight

per person

Jul 13 - Jul 20

Roundtrip flight included

Detroit (DTW) to Los Angeles (LAX)

Stay at this boutique hotel in Los Angeles. Enjoy free WiFi, breakfast, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Rodeo Drive and Santa Monica Beach are located nearby. Discover genuine guest reviews for Hotel Angeleno, in Brentwood neighborhood, along with the latest prices and availability – book now.

Fairmont Century Plaza Gold Experience

Save 100% on your flight

per person

Jun 14 - Jun 20

Roundtrip non-stop flight included

Seattle (SEA) to Los Angeles (LAX)

Stay at this 5-star luxury hotel in Los Angeles. Enjoy free WiFi, 2 bars/lounges, and a full-service spa. Popular attractions Rodeo Drive and Sunset Strip are located nearby. Discover genuine guest reviews for Fairmont Century Plaza Gold Experience, in Century City neighborhood, along with the latest prices and availability – book now.

Anaheim Discovery Inn & Suites

Save 100% on your flight

per person

May 26 - May 30

Roundtrip flight included

Seattle (SEA) to Los Angeles (LAX)

Stay at this business-friendly hotel in Anaheim. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Disney California Adventure® Park and Downtown Disney® District are located nearby. Discover genuine guest reviews for Anaheim Discovery Inn & Suites, in Anaheim Resort neighborhood, along with the latest prices and availability – book now.