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.
Book a Stay + Win a Getaway Book your hotel on TripAdvisor and you could win a great trip!

Windy City Red Hots

Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
20052 Lexington Dr, Ashburn, VA 20147-2521
(703) 505-6934
11:00 am - 5:00 pm
Open now
All hours
Sun 12:00 pm - 4:00 pm
Tue - Sat 11:00 am - 5:00 pm
More Info
Add Photo Write a Review

10 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Showing 10: English reviews
Angels Camp, California
Level Contributor
18 reviews
15 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
3 of 5 bubbles Reviewed February 26, 2016

Chicago style hot dogs, simple and enoyable. Quick and easy access with a variety of condiments and extras to enjoy.

Thank dcgutierrez
Level Contributor
3 reviews
3 restaurant reviews
common_n_restaurant_reviews_1bd8 13 helpful votes
5 of 5 bubbles Reviewed September 9, 2015

A food cart in Ashburn? Why yes it is! This place has redefined what hotdogs mean to me. Chicago dogs are the best, hands down. This is pretty much the only hot dog I will eat any more. They are seriously awesome.

Thank Benjami N
Level Contributor
30 reviews
30 restaurant reviews
common_n_restaurant_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed July 19, 2015

Even though it is only a food cart man does this place crank out some amazing food! Chicago dogs with sport peppers and the celery salt on the poppy bun are awesome. The chicago beef is huge and half wet is the way to go.The Maxwell sausage is awesome! Nice service!!

Thank KURT B
Level Contributor
117 reviews
72 restaurant reviews
common_n_restaurant_reviews_1bd8 51 helpful votes
4 of 5 bubbles Reviewed June 10, 2015

It is a surprise to find such excellent Chicago hot dogs in the historic district of Leesburg. The owners really care about the food and your experience and it shows. Definitely worth a try.

Thank BritinVA
Gainesville, Virginia
Level Contributor
409 reviews
298 restaurant reviews
common_n_restaurant_reviews_1bd8 116 helpful votes
5 of 5 bubbles Reviewed March 5, 2015

My wife is from Chicago and Windy City is the best in the area and makes here feel at home. Don't be shocked when you drive up and see a food truck parked outside of a nursery as this place is a true hidden secret. The hot dogs are good Chicago style dogs and the other sandwiches are all good... More 

Thank Foreman212
Ashburn, United States
Level Contributor
11 reviews
5 restaurant reviews
common_n_restaurant_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed November 11, 2014

If you're in Leesburg and want a quick and tasty meal, you can't do better than Windy City Red Hots. There are lots of choices, I love the Italian sausage, my husband likes the chili-cheese dog. The fries are crispy and hot. There are various craft beers to choose from. They are vegan friendly. The prices are reasonable and the... More 

Thank Theresa A
Leesburg, Virginia
Level Contributor
79 reviews
46 restaurant reviews
common_n_restaurant_reviews_1bd8 29 helpful votes
4 of 5 bubbles Reviewed October 14, 2014

Food was excellent - staff very friendly - fries were not very good (soggy and cold), but the other food more than made up for it.

Thank John P
Ashburn, Virginia
Level Contributor
60 reviews
25 restaurant reviews
common_n_restaurant_reviews_1bd8 55 helpful votes
5 of 5 bubbles Reviewed May 28, 2014

If you're looking for something uncomplicated, tasty and reasonably priced for lunch or dinner, head over to Windy City Red Hots. They know how to serve up a good chili dog with all the fixings, along with hot fries and a cold drink. What I like about this place is that it's small, easy and fun. There aren't a lot... More 

Thank MySunsetProse
Washington DC, District of Columbia
Level Contributor
63 reviews
48 restaurant reviews
common_n_restaurant_reviews_1bd8 28 helpful votes
5 of 5 bubbles Reviewed May 13, 2014 via mobile

This location is in a food truck in the Bluemont nursery Right Off Route 7. They have a brick and mortar location in downtown leesburg. Got the red hot and fries, both with chili and cheese on top. The quality is top notch. Should definitely check Windy City out for some authentic Chicago eats.

Thank thehungryjack
Aldie, Virginia
Level Contributor
37 reviews
25 restaurant reviews
common_n_restaurant_reviews_1bd8 18 helpful votes
5 of 5 bubbles Reviewed February 5, 2014

great eclectic place to grab a hotdog and beer! I had actually read about this place in The Post. One day in Leesburg I was walking by, and my belly said, lets try! Small little hole in the wall, comfy though. Staff was perfect, friendly, and attentive. A guy actually came over to the window seat I was at and... More 

Thank imagemaker1

Travelers who viewed Windy City Red Hots also viewed

Ashburn, Loudoun County
Ashburn, Loudoun County
Ashburn, Loudoun County
Ashburn, Loudoun County

Been to Windy City Red Hots? Share your experiences!

Write a Review Add Photos & Videos

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
Improve this listing

Restaurant Details

Rating summary
  • Food
    5 of 5 bubbles
    4.5 of 5 bubbles
  • Value
    5 of 5 bubbles
    4.5 of 5 bubbles
Open Hours
12:00 pm - 4:00 pm
11:00 am - 5:00 pm
11:00 am - 5:00 pm
11:00 am - 5:00 pm
11:00 am - 5:00 pm
11:00 am - 5:00 pm
Location and Contact Information
  • Address: 20052 Lexington Dr, Ashburn, VA 20147-2521
  • Location: United States  >  Virginia (VA)  >  Loudoun County  >  Ashburn
  • Phone Number: (703) 505-6934

Questions & Answers

Questions? Get answers from Windy City Red Hots staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?