Winfield Vacations

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Find the Best Winfield Vacation Packages

Winfield Hotel Deals

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 735 per night from Dec 19 to Dec 20
SAR 735
SAR 863 total
19 Dec - 20 Dec
includes taxes & fees
8.2/10 Very Good! (2,183 reviews)
Nice stay staff is very accommodating and friendly.

Reviewed on 27 November 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is SAR 475 per night from Nov 30 to Dec 1
SAR 475
SAR 541 total
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (2,149 reviews)
The room was clean and comfortable. Breakfast was amazing!

Reviewed on 24 November 2025

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
Fully refundable
The price is SAR 417 per night from Dec 29 to Dec 30
SAR 417
SAR 475 total
29 Dec - 30 Dec
includes taxes & fees
8.6/10 Excellent! (2,638 reviews)
The room was nice, the staff was pleasant, attentive, and helpful. As a handicapped person the hotel has plenty of ramps.

Reviewed on 26 November 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 1,328 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.

Discover the most popular places to visit in Winfield

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
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 acclaimed theater scene in this vibrant area.

Wrigley Field
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

Frequently asked questions

How do I find cheap flights to Winfield that have flexible change policies?
When it comes to flying these days, flexibility is key. That's why we've added a "No change fee" search function to help you locate cheap and flexible airfares to Winfield. It's near the top left of your screen just underneath the "Flexible change policies" subheading.
Which airlines fly to Winfield?
Traveling to Winfield is as easy as choosing between two popular carriers. Find yourself a fare with either of these options:

  • United Airlines - 13,009 flights to or near Winfield each month, including 13,005 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 10,036 flights to or near Winfield each month, including 10,036 flights to O'Hare Intl. Airport (ORD) per month.

How can I find cheap tickets to Winfield?
Book well ahead of time, consider nearby airports, use frequent flyer miles — there are loads of ways! One more is to make use of Expedia's "flexible dates" feature. Find a Winfield flight, then check out the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Winfield was .
How much is a flight to Winfield?
One-way flights leaving () sold for just in the last seven days. During this period, the cost of a return airfare to Winfield varied between and . If you spot a deal, book as fast as you can — these fares don't hang around for long.
What are the most popular airports to fly into in Winfield?
Once you've worked out where you're going first in Winfield, choose from these top airports:

  • O'Hare Intl. Airport (ORD) - 26,484 flights per month.
  • Midway Intl. Airport (MDW) - 6,439 flights per month.

When is the cheapest time to fly to Winfield?
Try to jet off early in the week to book the best deal to Winfield. Tuesday is routinely the most economical day to take off, followed by Monday. Saturday often has the most expensive fares. This is because lots of people choose to start their getaway on a weekend.
How much is a plane ticket to Winfield?
Airfares to Winfield varied from to in the last seven days. Normally, the earlier you book the better the deal.
What months are the cheapest to book a flight to Winfield?
To land a low-cost flight to Winfield, try to book during February when prices are at their lowest. When's the most expensive? In the USA, it's December.
How long is a flight to Winfield?
It depends on a number of factors, such as where you set off from and whether you're traveling on a multi-stop or direct flight. Listed below are some of the most in-demand domestic routes to Winfield and their average flight times:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 37 minutes
  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 34 minutes
  • Phoenix, AZ (PHX-Sky Harbor Intl.) to O'Hare Intl. Airport (ORD) - 3 hours and 17 minutes