Andersonville, Chicago – 7 Awesome Eats

Andersonville is one of the most charming neighborhoods in Chicago.  Located on the north side of town, it has Swedish roots, beautifully tree-lined streets, pretty houses and adorable shops.  An added bonus, Andersonville has wonderful restaurants, bars, and bakeries.  

I spent a fair amount of time wandering around Andersonville during the last few years. So, I thought it was about time I shared a few of my favorite food finds with you all.  Below are 7 of my most favorite Andersonville haunts, in no particular order:


**Click on the restaurant names for more information and directions.


Big Jones 


If you love Southern cooking, then you should definitely check out this spot.  Big Jones is serving one of the very best cups of gumbo I’ve ever had anywhere.  Look how dark and rich this roux is!  The shrimp ‘n grits are equally wonderful.  I still need to get here for one of their decadent brunches.  Soon.  Very soon 🙂



Andersonville Big Jones Cajun gumbo

The darkest, richest roux in a gumbo I have ever tasted 🙂

Andersonville Big Jones shrimp and grits



Little Bad Wolf


If you’re looking for a super cool bar with cozy seating, great burgers and more, head to Little Bad Wolf.  I really enjoyed the baos, deviled eggs, and crab cakes.




Andersonville Little Bad Wolf in Chicago



Andersonville Little Bad Wolf in Chicago

Deviled egg with miso and shishito peppers



Andersonville Little Bad Wolf's crab cakes Chicago neighborhoods




This wonderful Italian refuge in Andersonville is definitely one of the very best Italian restaurants in Chicago. The rustic, Italian fare here is wonderful and the courtyard is a delightful oasis in this adorable neighborhood.  I recommend that you stop by for the 3-course, $29 pre-fixe.  The menu is seasonal and it changes weekly so you’ll never get bored.  This Andersonville spot also made my list of Chicago’s 19 Best Italian Restaurants.

Lady Gregory’s 


If you love the look, feel and food of Irish pubs, you will love this beautiful and cozy spot on the corner of Clark and Berwyn.  Everything from the food, to the service to the comfortable bar and lovely woodwork, is charming.  Recently, I stopped by on a frigid day for a piping hot bowl of soup and a tasty flatbread.  The shepherd’s pie and chicken pot pie are equally delicious. This is a sister restaurant to Wilde Bar & Restaurant which is located in Lakeview.




Andersonville Lady Gregory's soup




Lady Gregory's in Andersonville





This Belgian-inspired bar looks like a ski chalet on the inside.  There is an adorable garden outside with a wonderful apple tree which provides shade to patrons who choose to sit outside in the summer months.  The beer list is incredible with selections listed according to alcohol content.  I love to order buckets of mussels, fries and draft beer while sitting in the garden.  There are also more hearty meals on the menu.  Note:  Only those 21 years and older will be admitted.  This is a bar first and restaurant second.



Andersonville Mussels at Hopleaf

My friend, Barb, and I are getting reading to slurp down 2 buckets of mussels!



First Slice


Who likes pie?  This Andersonville spot has the dreamiest, creamiest, sweet and savory pies, as well as a healthy mission to give back to those in need in Chicago.  They also serve soup, salads, and sandwiches.


I really dig the French Silk Pie and the balsamic raspberry, pear pie.  Also, I was very impressed with the texture of the lemon-poppy seed biscotti.  You cannot go wrong at First Slice and they have great coffee, too!



Andersonville Chicago Bakeries First Slice Pie Cafe in Chicago

French Silk Pie



Andersonville Chicago Bakeries First Slice Pie Cafe in Andersonville



Andersonville Chicago Bakeries Biscotti at First Slice Pie Cafe

Lemon poppy seed biscotti



Middle East Grocery & Bakery


Oh, how I love this place!  I could spend hours eyeballing the massive maze of rice, grains, beans, and spices.  Bring your Crayola crayons and see if you can match them to the colorful groceries here.  Located in Chicago’s charming Andersonville neighborhood, this is place is your answer to “Where can I get a fresh falafel sandwich or interesting hand pie for less than $5.”  If you are cursing your local supermarkets for not carrying a certain spice, bean or grain then, this is your place.  But don’t stop there!  Grab some fresh made baklava, cookies and candies, as well.  Not in the mood to cook this week?  Grab some homemade lentil soup, baba ganouj, hummus and more.  It’s all made fresh daily.  Ground Turkish coffee is available, too.  They cater parties and a new eat-in cafe is currently being built.



Andersonville Falafel sandwich at Middle Eastern Bakery in Chicago

I added some freshly made eggplant spread to my already awesome falafel sandwich.



Andersonville Savory pies at Middle Eastern Bakery


In keeping with the spirit of Feeding Off The Rails, I encourage you to leave your car at home and take the CTA trains and buses to get to these “7 Awesome Eats in Andersonville.”  Save on gas. Avoid traffic, road rage and parking.  Reduce pollution. Don’t drink and drive!

When you’re finished eating your way through Andersonville, check out these 13 Great Lakeview Restaurants.