Challah Grilled Cheese with Onion Confit and Balsamic Glaze ~ Savory Simple ~ www.savorysimple.netChallah Grilled Cheese with Onion Confit and Balsamic Glaze

I have always loved grilled cheese sandwiches. Growing up I remember my mother serving them to me in a classic form; American cheese wedged between slices of white bread, toasted with butter and served with tomato soup from a can. I considered this meal to be the ultimate comfort food (and still do). When Kitchen Play contacted me about creating a brand new sandwich using Land O’Lakes Deli Cheese as part of their 30 Days of Grilled Cheese, I immediately wanted to try something more creative.

I was given the option to use either Land O Lakes® Deli American Cheese or 4 Cheese Italian Blend. The 4 Cheese Italian Blend immediately called out to me with its savory mix of Asiago, Parmesan, Romano and American cheese.  When I visited the deli counter at my local grocery store I sampled this cheese and was immediately blown away by its rich flavor and creamy smooth texture. I knew immediately that I wanted to pair it with onion confit, balsamic glaze and challah bread.

Challah is another comfort food from my childhood and I thought it would be a perfect choice for this grilled cheese.  Thick, soft and slightly sweet with an egg-washed crust, it really doesn’t get any better than Challah. It provides the perfect bed for oozing cheese, bitter sweet caramelized onions and tangy balsamic glaze. If you’ve never worked with balsamic glaze, it can be found at most grocery stores right next to regular balsamic vinegar. It’s a thicker, syrupy version that makes a perfect drizzle on top of cheese. If you are unable to find balsamic glaze you can easily make your own by simmering balsamic vinegar in a saucepan until it reduces to a syrup.

I thought it was also worth mentioning that from April through May 1, Land O’Lakes will donate $1 to Feeding America every time someone pins or repins a Land O’Lakes recipe on Pinterest. That’s eight meals for a hungry family when you pin a recipe—and eight more every time anyone else repins it. Giving goes viral. Find your favorite Grilled Cheese recipe to pin on

Disclosure: This post was sponsored by Land O’Lakes as part of the Kitchen Play Sidecar series. All opinions given are my own.


Challah Grilled Cheese with Onion Confit and Balsamic Glaze
Cook time
Total time
Serves: 2 sandwiches
  • 2 tablespoons olive oil
  • 2 medium yellow onion, sliced thin
  • pinch of salt
  • 1 cup water (or more as needed)
  • 2 tablespoons balsamic glaze, divided (or more to taste)
  • 4 slices challah
  • 1-2 tablespoons unsalted butter
  • 10 slices Land O'Lakes 4 Cheese Italian Blend Deli Cheese
  1. Heat olive oil on low in a large skillet. Add the onions with a pinch of salt. Sweat the onions, stirring, until they begin to caramelize. Turn up the heat to medium-low. Once a brown glaze has formed on the bottom of the skillet, pour approximately 2-3 tablespoons of water into the pan to deglaze and use a spatula to scrape up the brown bits and stir them into the onions. Repeat this glazing and deglazing process until the onions have been thoroughly caramelized and taste both sweet and bitter, approximately 25-35 minutes. Use more or less water as needed. Set the caramelized onions aside.
  2. Lightly butter all 4 slices of challah and place them on a clean skillet over medium heat to lightly brown on one side. Once browned, it's time to build the sandwich: Flip the bread so that the toasted side is facing up. As the other side begins to toast, layer 2 slices of bread each with 5 slices of Land O'Lakes 4 Cheese Italian Blend Deli Cheese. Divide the caramelized onions on top of the cheese and follow with a generous drizzle of balsamic glaze. Close each sandwich and continue cooking until both sides are golden brown and the cheese is melted.


  • Tracey

    Onions, balsamic glaze and cheese? You definitely know the way to my heart, I could eat this for lunch every day!

  • kristy

    I could eat this all day, every day, for the rest of my life. Looks SO good!!

  • Kate

    Holy yum! Jen, this samwich sounds incredible!!!

  • Anna

    My favorite way to dress up a grilled cheese is to add caramelized onions! I LOVE your onion confit and balsamic glaze! Pinning to make soon!

  • Bev


  • Amy

    There are no words. WANT.

  • Marta

    I am a cheese gal as well and I like it’s grilled version a lot!

  • Marie

    ummmm DELICIOUS.

  • Tracy

    Yay for grilled chese month… love your idea

  • Georgia

    Helloooo, beautiful. You look scrumptious!

  • carol

    Just give me the skillet to gobble up all that onion confit and balsamic glaze goodness…the heck with the bread!

  • Arbine

    Oh goodness. I want that sandwich like right now.

  • Rosie

    This looks like the most delicious sandwich! I love cheese and caramelized onions together – such a good combination!

  • Laura (Tutti Dolci)

    What a great grilled cheese, love the onions and balsamic glaze!

  • Chung-Ah

    I just had lunch but I’d gladly eat a second lunch with this grilled cheese!

  • Lauren

    Wow. Just, wow. I think this may be the perfect grilled cheese. Love the onions and balsamic glaze!

  • Roger Stowell

    Really well seen picture – top.

  • Joanne

    This is a SERIOUS grilled cheese! I love that you used challah and onion confit – two truly magical things!

  • Jen L | Tartine and Apron Strings

    Despite all the bombing news coming out of the States recently, I find comfort in peace-loving foodie friends like you, who churn out beautiful food that nourishes both the belly and the SOUL!

  • Carrie @ Bakeaholic Mama

    I went to bed last night dreaming of this sandwich. It looks amazing!

  • Erika @Southern Souffle

    WOW.. now that is one good lookin grilled cheese.

  • Valerie

    This is the grilled cheese sandwich other sandwiches wish they could be (in their wildest dreams!). :D

  • Jaime

    I was scrolling through the list of recipes on Triberr and did a double take when I saw this! I have a weakness for onion confit and now I really want to bite my laptop screen.

  • ashley – baker by nature

    Come to mama!

  • dena @ohyoucook

    oh YUM! It must be onion week. Just linked to your site on my own post about caramelized onions.

  • Debra

    The challah really steps it up to a very fine cheese sandwich! What a lovely thing to hear about the Land O’ Lakes donation to fight hunger. That’s a lovely thing!

  • natalie @ wee eats

    I can’t even type anything bc my keyboard is too covered with drool……….

  • Kate | Food Babbles

    This is simply scrumptious! What an incredible spin on grilled cheese. I am in love and that challah is the perfect vehicle for carrying all that melty goodness to my mouth. Love this!

  • Maureen | Orgasmic Chef

    If someone served this sandwich to me I’d think I died and went to heaven. I love challah and to mix in cheese and the onions – pure heaven.

  • Nutmeg Nanny

    Oh my, I need this in my life now! This looks amazing, one of my favorite grilled cheese recipes yet!

  • Laura

    I LOVE grilled cheese also, and just like you occasionally the American cheese version still hits the spot. I also LOVE caramelized onions and balsamic glaze, so while I normally don’t get too excited by sandwiches, I am seriously excited by this sandwich. YUM.

  • Caroline

    I LOVE challah and I LOVE those deep caramelized onions. Oh, this sandwich is making me want to run into the kitchen instead of going up to bed! I know what I’m having for lunch tomorrow!