The Bye and Bye is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

1. The Bye and Bye

9.0
1011 NE Alberta St (at NE 11th Ave), Portland, OR
Speakeasy · 89 tips and reviews

Jordana R.Jordana Reim: Best grilled cheese. Get it with tomato and avocado

Benjamin B.Benjamin Balzer: The best Damn began grilled cheese this side o' the Pecos, and the Bye & Bye cocktail is diesel! Ginger brew & pepper bourbon. Damn! Also, Jake's a mighty fine bartender! (Thu, Fri & Sun)

Katie G.Katie G.: Get the loaded grilled cheese sandwich!

Radio Room is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

2. Radio Room

7.9
1101 NE Alberta St (at NE 11th Ave), Portland, OR
Bar · 70 tips and reviews

Jon M.Jon Marcel: right next door is the grilled cheese grill. go get one!

Scott B.Scott B: Bloody Mary is good, service is typical Portland, and the food is sub par. Just drink here and eat at the grilled cheese grill across the street!

Mark M.Mark M.: The margherita grilled cheese and tomato soup are amazing.

Leisure Public House is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

3. Leisure Public House

8.8
8002 N Lombard St, Portland, OR
Bar · 14 tips and reviews

Andrew S.Andrew Soltis: Tomato Bisque & Three Mini Grilled Cheeses = Perfection

Matt C.Matt Cannell: Rotating taps, never boring. Great local crowd. Order the tomato bisque and grilled cheese, damn good.

Alex B.Alex Brewster: Bruschetta, pressed paninis, yummy cocktails and bocci ball, what more could you want?

The Lion's Eye Tavern is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

4. The Lion's Eye Tavern

8.1
5919 SE 82nd Ave (at SE Woodstock Blvd), Portland, OR
Cocktail Bar · 15 tips and reviews

Voodoo B.Voodoo Brown: 82nd and Woodstock... Best grilled cheese!

Michael P.Michael Perozzo: Gotta try their grilled cheese sandwiches! Made with Dave's Killer Bread. They're... well... Killer!

Stefani G.Stefani Graap: awesome neighborhood bar. great beer selection and really great, friendly bartenders that also live in the neighborhood. dont be discouraged by 82nd!!

EastBurn is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

5. EastBurn

8.5
1800 E Burnside St (at SE 18th Ave), Portland, OR
Bar · 82 tips and reviews

Jason F.Jason Feirman: Note: Grilled Cheese

PDX P.PDX Pipeline: One of best burgers in Portland! Great grilled cheese as well.

PDX P.PDX Pipeline: Best grilled cheese in Portland!

Elephants Delicatessen is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

6. Elephants Delicatessen

9.1
115 NW 22nd Ave (Btw W Burnside & NW Davis), Portland, OR
Deli · 81 tips and reviews

Woody W.Woody Wommack: Tillamook Grilled Cheese is a must for non-Oregonians who don't get to experience the joy if Tillamook cheese on a daily basis

Colin L.Colin Lee: Great place to chill and grab a savory snack. Recommend the mama leone soup and the grilled cheese and the Thomas Kemper ginger ale

Scott S.Scott Sullivan: Tomato orange soup, best ever

Brunch Box is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

7. Brunch Box

8.1
620 SW 9th Ave (btwn SW Alder & SW Morrison), Portland, OR
Burger Joint · 41 tips and reviews

Kathryn A.Kathryn Alexandra: Amazing bagel and cream cheese for $2.50. Or try a burger, with 2 grilled cheese sandwiches instead of buns.

Matthew W.Matthew Wilkes: The grilled cheese buns are something special. Plan to walk your food off afterwards.

AmayaAmaya: Amazing sandwiches. Wish they were everywhere. Try any of the options with an extra egg and Texas toast and definitely get a hash brown on the side!

Journeys is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

8. Journeys

8.0
7771 SW Capitol Hwy (at SW 35th Ave.), Portland, OR
Bar · 9 tips and reviews

JaredJared: Great beer and wine selection. The Grilled Cheese bites were excellent and a great option to share with friends. Heads up, no hard alcohol, if that's your thing.

Enrique G.Enrique Gutiérrez Arzate: Beer is great. I had a cherry tart cider, it was uf!

Nicole K.Nicole Kasten: Good wine selection. Great patio.

Rontoms is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

9. Rontoms

7.7
600 E Burnside St (at SE 6th Ave), Portland, OR
Bar · 62 tips and reviews

Lloyd B.Lloyd Bagtas: get the tomato soup and grilled cheese. so tasty and comforting. probably the best patio in Portland.

Akshay D.Akshay Dodeja: Try the Tomato soup and grilled cheese. They put cheese in the soup as well. Delicious.

Lloyd B.Lloyd Bagtas: Winter favorite is the grilled cheese and tomato soup followed by a nice whisky.

Ken's Artisan Bakery is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

10. Ken's Artisan Bakery

8.9
338 NW 21st Ave (at Flanders St), Portland, OR
Bakery · 96 tips and reviews

Molly T.Molly T: The grilled cheese is crispy with some cheese on the outside. They don't serve it at breakfast, so bat your eyelashes if you have your heart set.

Michelle L.Michelle Lillejord: The grilled cheese sandwich was great! Beautiful presentation for everything. Had a wonderfully rich hot chocolate as well. I recommend this place.

AmberAmber: Best croissant I’ve found outside France. Everything else is delicious as well with lots of attention paid to detail

The Box Social is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

11. The Box Social

7.9
3971 N Williams Ave (Shaver Street), Portland, OR
Cocktail Bar · 22 tips and reviews

Tim T.Tim Trautmann: Hands down best (fancy) grilled cheese sandwich in town. Go get it you will not regret it.

Jimmy D.Jimmy Douglas: The cocktails are wonderful. Just don't show up hungry, as the food portions are small and not inexpensive.

Jenn Y.Jenn Y:  WILLIAMS AVE: They serve artisan cocktails and delightful nibbles in an intimate and candle-lit atmosphere. Try the tequila-based El Guapo. We love the late-night happy hour (after 11pm Sun-Thu).

Bistro 23 is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

12. Bistro 23

8.4
5530 NE 122nd Ave (Airport Way), Portland, OR
Café · 20 tips and reviews

SE B.SE Bartlett: Tomato soup & grilled cheese is excellent! Ask them to add bacon for a little razzle dazzle.

Carl B.Carl Bonofiglio: Great pull pork sandwich. Could use some slaw on it.

John D.John Doe: Had the tomato soup and Pork Chop. The soup was awesome, but the pork chop tasted as if the cook emptied the salt shaker on it. Service was good and outside seating is a plus on a sunny day.

C Bar is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

13. C Bar

8.7
2880 SE Gladstone St (at SE 29th Ave), Portland, OR
Cocktail Bar · 36 tips and reviews

Tyree K.Tyree Kordosky: The grilled cheese and tomato soup is excellent. Also, got the best vodka cranberry I'very ever had that I hadn't made myself here. The bartenders and servers are extremely friendly.

Marcos W.Marcos Wright-Kuhns: Good beer, excellent brunch. I love that this place is so nearby!

Greg B.Greg Barnum: 15 pinball machines, vegan friendly, and ample beer list. Nice hidden SE neighborhood gem.

Breakside Brewery is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

14. Breakside Brewery

8.9
820 NE Dekum St (at NE Durham St), Portland, OR
Brewery · Woodlawn · 96 tips and reviews

dj clint kuperdj clint kuper: Awesome grilled cheese and chipotle tomato soup. Little pricey for the burgers and sandwiches. Good veg options and don't charge extra for a portobello or veggie patties.

Michael B.Michael Blank-Delaney: Calamari, Buffalo Chicken Nachos, and Pork Belly all back on menu!

Kalei L.Kalei Libby: Mac and cheese - omnivore style. The little crumblies make this plate so good! Best Mac and cheese I've had in the city.

Next Level Burger is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

15. Next Level Burger

7.6
4121 SE Hawthorne Blvd, Portland, OR
Vegan and Vegetarian Restaurant · 13 tips and reviews

Katryna O.Katryna Ohryn: I love their grilled cheese, not a fan of onions but it can be ordered without them. Pairs nicely with their delicious tomato soup.

Katryna O.Katryna Ohryn: I love almost everything, great shakes, love their hot dog with krout, adore the chili cheese tots, fantastic sausage burger, amazing grilled cheese, delicious sweet potato fries, the list goes on!

Andrew H.Andrew Havens: Great vegan burgers, shakes, tots, breakfast sandwiches...all good! Also lots of gluten free and soy free options.