Winfield Vacations

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    Save up to SAR 390 when you book a flight and hotel together*
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Find the Best Winfield Vacation Packages

Winfield Hotel Deals

Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundable
The price is SAR 436 per night from Apr 20 to Apr 21
SAR 436
SAR 497 total
includes taxes & fees
20 Apr - 21 Apr
8.6/10 Excellent! (1,483 reviews)
"Easy and fast"

Reviewed on 19 April 2025

Hyatt Regency O'Hare Chicago
Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
The price is SAR 447 per night from Apr 20 to Apr 21
SAR 447
SAR 513 total
includes taxes & fees
20 Apr - 21 Apr
8.4/10 Very Good! (1,030 reviews)
"Everything was great except the worn out mattress"

Reviewed on 14 April 2025

Hyatt Regency Schaumburg Chicago
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is SAR 897 per night from May 9 to May 10
SAR 897
SAR 1,053 total
includes taxes & fees
9 May - 10 May
8/10 Very Good! (2,033 reviews)
5 minutes from the airport
"My husband and I had a lay over in Chicago. It was simple to get to the hotel. I wished we could get a a hold of someone on the phone for a shuttle but that was too difficult. Luckily the airport workers showed us how to get to the hotel from the airport."

Reviewed on 13 April 2025

Hilton Chicago O'Hare Airport
See all 1,207 properties in Winfield
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.

Frequently asked questions

How much does a Winfield vacation package cost?
You’ll find cheap prices on Expedia for your Winfield getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Winfield costs.
What are the cheapest months to go to Winfield?
Travel in the off-season and you’re likely to find cheap Winfield vacation packages. Bear in mind that public holidays and local events and festivals can impact prices, so do a little research before booking.
How to find the best Winfield package deals?
Start your search for a Winfield package deal by entering your preferred travel dates and destination under our “Packages” tab. Then add a few filters, like “Property type” and “Popular locations,” to fine-tune the results to your exact style. You can also sort by “Package discount” and discover offers that come with unbeatable savings. If you don’t find the ideal Winfield package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winfield adventure underway.
Is it cheaper to book a Winfield vacation as a package?
You can enjoy significant savings on your next Winfield break by booking a tailored vacation package. Check the “Package” heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winfield?
Score amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Winfield break.
How to plan a trip to Winfield?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Winfield.
  2. Set a budget: Factor in costs like flights, transportation and food when working out how much to set aside for your trip to Winfield. Then, select a property that suits your budget, whether that’s an economical stay or a high-end retreat.
  3. Determine how many days away: Start by making a list of all the attractions you’d like to experience in Winfield. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that’s left is to pick a Winfield vacation package that brings all your bookings together.

Discover the most popular places to visit in Winfield

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.

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

Michigan Avenue

4.5/5(332 reviews)

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.

Michigan Avenue
McCormick Place showing a high rise building and a city

McCormick Place

4.5/5(1,805 reviews)

During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.

McCormick Place