We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Windy City Red Hots

28 S King St, Leesburg, VA 20175-3007
+1 703-669-8606
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
  • Excellent57%
  • Very good35%
  • Average7%
  • Poor1%
  • Terrible0%
Travellers talk about
“italian beef” (10 reviews)
“chicago dog” (13 reviews)
“sandwich” (6 reviews)
Open Now
11:00 - 21:00 Hours
American, Fast food
28 S King St, Leesburg, VA 20175-3007
All Details
Write a ReviewReviews (79)
Traveller rating
Traveller type
Time of year

1 - 10 of 79 reviews

Reviewed 27 January 2018

Great selection of hotdogs in Leesburg. A very nice experience, a great selection of tasty food, at reasonable prices. If you are in Leesburg, stop in for a bite. In my opinion, you won't be disappointed.

Thank forrestb819
Reviewed 21 November 2017

love the dogs here- great chicago style hot dogs, brats, etc- quick service, casual dining, nothing fancy -just a good lunch at a very affordable price

Thank George K
Reviewed 20 June 2017

I love their chicago dog and Italian sausage. I ate from his food truck at the nursery on rt 7 for years. And I was sad to see him go. But I'm happy to see him in the historical town of Leesburg. Good customer service...More

Thank Lisa M
Reviewed 16 June 2017

I've visited Chicago before and one of the best parts about it was the food. Windy City provides that same Chicago-style experience you'd get in the actual city while also providing the same tastes. Delicious food and great service.

Thank RobbyTC
Reviewed 1 April 2017 via mobile

Having never been to Chicago I cannot for sure comment on the authenticity of this place but from pictures it LOOKS spot on and I have HEARD it is. Regardless this food is outstanding! The place is a fun funky little joint, a type of...More

Thank Kevin D
Reviewed 27 March 2017

I love this place. It tastes like home. You can't go wrong ordering any of the items off the menu. The location also has a fair amount of Chicago memorabilia on the walls which is a nice touch.

1  Thank kyurinich
Reviewed 13 March 2017

So my company is headquartered in Chicago. I find myself there at least one time a year. One of my guilty pleasures are the Chicago hot dogs. Windy City Red Hots, is actually one of the best dogs Chicago offers! But it is located in...More

1  Thank CoVFRMan
Reviewed 26 February 2017

Wonderful little place for an Italian beef or a Chicago style hot dog. Great food and fun decor - approved by my Chicago transplant husband.

Thank Poetess111
Reviewed 21 February 2017 via mobile

Yummy is the first word that comes to mind when this place is mentioned! Fab hot dogs with tons of variety to suit every taste. Reasonable prices, and even a local who will deliver within a few miles of downtown Leesburg. I'm looking forward to...More

Thank molsonds
Reviewed 10 February 2017

I'm a real critic when it comes to hot dogs but they have the best ones! The employees are super friendly too & great service!

Thank Kate S
Nearby HotelsSee all 7 hotels in Leesburg
Comfort Suites Leesburg
276 reviews
1.76 km away
Red Roof Inn Leesburg
6 reviews
1.77 km away
Best Western Leesburg Hotel & Conference Center
468 reviews
1.86 km away
Homewood Suites by Hilton Leesburg
455 reviews
1.96 km away
Nearby Restaurants
The Wine Kitchen
330 reviews
.08 km away
571 reviews
.16 km away
Senor Ramon Taqueria
86 reviews
.08 km away
King Street Oyster Bar
112 reviews
.07 km away
Nearby Attractions
Historic Downtown
57 reviews
.22 km away
Thomas Balch Library
15 reviews
.36 km away
Loudoun Museum
14 reviews
.05 km away
Tally Ho Theatre
41 reviews
.14 km away
Questions & Answers
Get quick answers from Windy City Red Hots staff and past visitors.
Note: your question will be posted publicly on the Questions & Answers page.
Posting guidelines
Improve this listing

Restaurant Details

Rating summary
  • Food
  • Value
Lunch, Dinner
Restaurant features
Takeout, Reservations, Seating, Serves Alcohol, Outdoor Seating
Good for
Kids, Child-friendly
Open Hours
11:00 - 17:00
11:00 - 21:00
11:00 - 21:00
11:00 - 21:00
11:00 - 21:00
11:00 - 21:00
Location and Contact Information
  • Address: 28 S King St, Leesburg, VA 20175-3007
  • Location: United States  >  Virginia (VA)  >  Loudoun County  >  Leesburg
  • Phone Number: +1 703-669-8606
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing