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!

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

2. Leisure Public House

8.7
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.

Bryan S.Bryan Stratton: One of my very favorite jukeboxes in town.

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

3. Radio Room

7.5
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!

Chris C.Chris Campbell: The grilled cheese is very good with the balsamic vinegar reduction. Mop it up with your fries!

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

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

4. The Lion's Eye Tavern

8.2
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

8.6
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

Satish N.Satish Narayanan: Best deli ever! Pizzas, sandwiches, street tacos and killer root beer floats. Don't miss the unique beverage section with rare sodas and even real kombucha!!

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.

William Y.William York: So. Amazing. Great and more importantly consistently so, combined with super cheerful service. Great music, so you boogie in line while waiting. 😀😀😀

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.

Dancing W.Dancing Waterfall: Great Cabernet Savignon by the glass from Revelry Vineyards/Walla Walla

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

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

9. The Box Social

8.0
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.

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).

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

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.

TravelOregonTravelOregon: Grab an Oregon croissant and espresso at Ken’s Artisan Bakery in Northwest Portland.

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

11. Rontoms

7.8
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.

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

12. Bistro 23

8.5
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.

Michael S.Michael Solitaria: Meatball sliders (mini banh mi), Honey Rosemary wings, sausage and peppers or salami and arugula pizza 😍🙌 THE bees knees

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

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

13. C Bar

8.8
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.

Heather N.Heather North: One of the best late-night spots in SE PDX. great tap list, super friendly staff, and awesome burgers! Plus LOTS of pinball!

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

Otto's Sausage Kitchen is one of The 15 Best Places for Grilled Cheese Sandwiches in Portland.

14. Otto's Sausage Kitchen

8.6
4138 SE Woodstock Blvd (at SE 42nd Ave.), Portland, OR
Hot Dog Joint · 36 tips and reviews

Gp L.Gp Luft: Grilled Cheese Sandwich is fantastic.

Tim F.Tim Foskett: Love it! Great place to have lunch. Go inside for sandwiches or outside at the grill for homemade hotdogs and sausages. make sure you check out their homemade meats!

Paul C.Paul Chang: Smoked Pork Hot Dog & Chicken Hot Dog.

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

15. Breakside Brewery

8.6
820 NE Dekum St (at NE Durham St), Portland, OR
Brewery · Woodlawn · 97 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.

Bin Y.Bin Yang: If in doubt, lamb sandwich is the way to go! Great PNW style beers but the real interesting stuff are the blended wild beers, sorta the bottled in house gueuzes - funky, tart, a lot of depth.

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.