Winfield Vacations from $426
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Your Winfield Vacation
When you organize a vacation package to Winfield, you can relax and enjoy your escape knowing your travel plans have been worked out ahead of time. Uncover the many charms of this amazing city from your base in a neighborhood like Medinah, which is great for golfing. Fill your itinerary with tours of Wheaton College, College of Dupage and North Central College Fine & Performing Arts, some of the attractions you just have to see during a trip to Winfield. Expedia has what you need to escape your daily routine. Tailor your vacation to Winfield to suit your travel style, whatever that may be!
The Latest Winfield vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $694, price is now $426 per person
$426
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,809 reviews)
Staff were great but the room was much smaller than expected. There was a desk in room which was unnecessary and it took up so much of the walk that the bar fridge and microwave stacked on top of it stuck out past the wall and ended up being a tripping hazard.
Reviewed on Jul 18, 2026
Hampton Inn & Suites Chicago Medical District UIC
Near West Side
Save 100% on your flight
Price was $717, price is now $480 per person
$480
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (657 reviews)
We were greeted by the GM. Felt like coming to my favorite Aunt’s home. Staff checked in several times to make sure all was well. The GM was at breakfast both mornings and Rene other reason for our stay. It was a concert and she wanted to know if we enjoyed it. Who does that at a hotel?! By fa the best hotel we have ever stayed at. Oh, and if you’re worried about walking back from the United Center, don’t. Very well lit and lots of people. Very safe
Reviewed on Jul 17, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $867, price is now $592 per person
$592
per person
Aug 21 - Aug 23
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (501 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.
Reviewed on Jul 14, 2026
Stay near popular Winfield attractions
What to do in Winfield
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Winfield Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $204 total per night from Aug 8 to Aug 9
$204 total
Aug 8 - Aug 9
Total with taxes and fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $269 total per night from Aug 7 to Aug 8
$269 total
Aug 7 - Aug 8
Total with taxes and fees
8.4/10 Very Good! (2,345 reviews)
"x"
Reviewed on Jul 18, 2026
Comfort Suites Chicago O'Hare Airport
4200 North River Road Schiller Park IL
Fully refundable
$106 nightly
The price is $122 total per night from Aug 9 to Aug 10
$122 total
Aug 9 - Aug 10
Total with taxes and fees
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.
Find the Best Winfield Vacation Packages
Winfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 9,700 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | DuPage Childrens Museum, Lynfred Winery and Pirates Cove Childrens Theme Park |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
