This is my 2nd trip here. First time I ordered a cheeseburger and fries. They were both meh. Overpriced and not great. This time I ordered a chili cheese dog and fry, through the drive thru. Girl tells me to pull around to the back door and they will bring me my food. I sat for 35 minutes, waiting. All 3 of the employees came out one by one to smoke, but not bring me my food. Finally, I came inside to inquire as to how long it would be for my chili cheese dog and fries. They forgot about me. No apologies, no follow up, no offer to redeem themselves. In fact, the 2 girls in the front ran to the back while i waited another 10 minutes before my food was presented to me. They did throw in a "free Wee Ice Cream Cone coupon. This was at 12 on a Monday, no lines. If you do not want to be forgotten, I do not recommend this place. read more

Chilly Willy's Ice Creams & Grill - Chili Chilly Cheese Dog - Ice Cream & Frozen Yogurt Near Me - Olney, Illinois

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I've had a lot of bummer mozzarella sticks lately so having these was a godsend. The cheese was soo perfectly stretchy and the mariana sauce was surprising good, too. Didn't take too long either! read more

My husband and I stopped in here after having dinner next door at Hovey's, which was a great decision. This is a cute little spot, reasonably priced, with indoor and outdoor seating, friendly and helpful staff, quick service and great ice cream treats. My husband had the banana split and I had a scoop of black raspberry truffle ice cream. Both were a generous size and very good! This is a very family friendly spot, and is a must even if you are just passing through town. read more

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Chilly Willy's has friendly service. Their BLT sandwich is delicious and I like that I can text my order for pickup so there is no confusion about what I have ordered. I have never been inside when it wasn't neat and tidy. I also enjoy having lots of choices for ice cream, soft serve or hard dip, there is something for everyone. read more

This ice cream is tasty The wings on Thursday are so good The cookie dish is best thing there read more

We LOVE chilly Willy's! From ice cream to food to the patio, this place gives you all the right feels! Their staff always work hard to give you fresh food and helpful service! Great spot in Olney! read more

Chilly Willy's Ice Creams & Grill - Chicago dog and sweet potato fries - Ice Cream & Frozen Yogurt Near Me - Olney, Illinois

The business owner is so friendly and warm at this ice cream parlor. Been coming here for years. I love how traditional they keep making the experience worthwhile. read more

They have awesome ice cream, but it's a little pricey. I love their cookies and they make the best burgers! It's a great place to take your family and feel like you're on vacation! read more

I just love this place so much! Every time I come to Olney one of my stops is always to Chilly Willy's for a Terrapin. In the summer it's a great spot to hang out with the fam. read more

The Ice cream is pretty good but it is reaaally expensive for what it is. I've only had so much of it recently because I got two $25 gift-cards for placing in the OAC Art Show. If you do go I suggest getting the Mr Presley with fudge added on top or just vanilla with warm peanut butter and fudge. Due to the prices I do tend to make these myself at home however it is nice to sometimes go as like a special occasion type thing. read more

First time coming here. I got the double burger with fries and my husband got the 2 piece fish meal. Both were hot fresh and tasty. After eating ordered the Presley it was great as well . The young ladies in there were nice, friendly and doing a great job! We tipped the workers and felt like we should give them more so we asked if they all 3 got to take the tips home at the end of the night ( because if so we were going to do more) and was informed the tips they receive once every 2 weeks! Very disappointed in that. I also have questions so how do they decide up the tips, what if one works more than the others, what if one goes above and beyond than someone else, how about team work one set of crew members may be better than the others, what about good attitudes and customer service! How do they decide that up? I just hope the owner isn't pocketing the tip money and then adding it to these kids checks and taxing them :( that would be wrong! When we tip it's based off the experience we had at the moment and want the workers who made my experience a great one be rewarded not some other person that comes in has bad attitude and isn't a team player ( how do we know?) how do the workers know there cut of the tip? Are these kids being taxed? Only disappointment I have with this place! I might not be back due to this shady practice! read more

Always great food whenever we go here, ever since they reopened. Desserts are generous and delicious, and the food is well-prepared with quality ingredients. A gem in Olney! read more

Chilly Willy's Ice Creams & Grill - Delicious diner-style burgers made from local beef...Don't skip these! - Ice Cream & Frozen Yogurt Near Me - Olney, Illinois

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Best hamburger around! Love the onion rings too. The only place to get ice cream in Olney!

This place serves delicious yogurt desserts. Tastes like ice cream but it is not. Seasonal. Not open in winter.

The cheeseburger is great because Chilly Willy's uses fresh, never frozen hamburger to make their hamburger patties.

This restaurant has delicious food. They have custard and hard dipped ice cream. Great service! Great for the whole family! Delicious sundaes! Fabulous nachos! read more

Chilly Willy's has great ice cream and treats! If you haven't tried the Terrapin Sundae. you should! But as much as I enjoy their ice cream, I love the lunch specials even more. My favorite is the chicken salad wrap combo. The cheeseburger special is awesome as well. The cheeseburger comes with grilled onions and other toppings of your choice. it is one of the best, if not the best burger in town. today we tried the chili cheese dogs and onion rings. they didn't disappoint either! One of the great conveniences for Chilly Willy patrons is that you can call your order in and then pick it up at the drive thru. They also accept credit or debit cards and text you your receipt! read more

This is the best place to get any kind of ice cream dessert! They also have amazing burgers and a huge variety of hot dogs! I personally love their fried pickles! read more

Chilly Willy's lights up Olney with their fluorescent lights and their awesome food. The location is perfect-right in the middle of town. Thank you for bringing something "fresh" to Olney!! read more

Darling little ice cream shop with delicious food to boot! Drive thru available for convenience and outdoor seating makes this a quaint local joint. Friendly staff completes the experience. Thrilled with Chilly Willy's. read more

Since the last time we were here, about a year ago, they have changed their onion rings, which were great, to something that isn't so good. My wife also thought her hamburger bun was soggy and her fries were limp and mushy. Not the great sandwich and fries she had the previous visit. Don't know what else has changed, but we won't be stopping in any longer on our visits. read more