Verdict
Chicago travel view

A Verdict itinerary

Chicago for couples

Places that are genuinely good for two, whether the plan is a long lunch, a beautiful room or an evening worth dressing for.

Independent, never pay-to-rankGraded for your kind of tripHow we decide
The plan

59 places worth your time

Open any place for the full call, the tradeoffs and the practical details.

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  1. Art Institute of Chicago01The Loop · attractionArt Institute of ChicagoAs a couple, Art Institute of Chicago is an easy yes.Read the verdict
  2. Chicago Architecture River Cruise02The Loop · experienceChicago Architecture River CruiseAs a couple, Chicago Architecture River Cruise is an easy yes.Read the verdict
  3. Pilsen Murals & 18th Street03Pilsen · neighborhoodPilsen Murals & 18th StreetAs a couple, Pilsen Murals & 18th Street is an easy yes.Read the verdict
  4. Alinea04Chicago · restaurantAlineaAs a couple, Alinea is an easy yes.Read the verdict
  5. Girl & the Goat05Chicago · restaurantGirl & the GoatAs a couple, Girl & the Goat is an easy yes.Read the verdict
  6. Chicago Architecture Walking Tour06The Loop · experienceChicago Architecture Walking TourAs a couple, Chicago Architecture Walking Tour is an easy yes.Read the verdict
  7. Starved Rock State Park (day-trip)07Starved Rock State Park (day-trip) · destinationStarved Rock State Park (day-trip)As a couple, Starved Rock State Park (day-trip) is an easy yes.Read the verdict
  8. Monteverde08Chicago · restaurantMonteverdeAs a couple, Monteverde is an easy yes.Read the verdict
  9. Lakefront Trail09Lincoln Park · experienceLakefront TrailAs a couple, Lakefront Trail is an easy yes.Read the verdict
  10. Green Mill Jazz Club10Uptown · experienceGreen Mill Jazz ClubAs a couple, Green Mill Jazz Club is an easy yes.Read the verdict
  11. Logan Square11Logan Square · neighborhoodLogan SquareAs a couple, Logan Square is an easy yes.Read the verdict
  12. The Peninsula Chicago12Chicago · hotelThe Peninsula ChicagoAs a couple, The Peninsula Chicago is an easy yes.Read the verdict
  13. The Langham, Chicago13Chicago · hotelThe Langham, ChicagoAs a couple, The Langham, Chicago is an easy yes.Read the verdict
  14. Millennium Park & Cloud Gate (The Bean)14The Loop · attractionMillennium Park & Cloud Gate (The Bean)As a couple, Millennium Park & Cloud Gate (The Bean) is an easy yes.Read the verdict
  15. Garfield Park Conservatory15East Garfield Park · attractionGarfield Park ConservatoryAs a couple, Garfield Park Conservatory is an easy yes.Read the verdict
  16. Wicker Park / Bucktown16Wicker Park / Bucktown · neighborhoodWicker Park / BucktownAs a couple, Wicker Park / Bucktown is an easy yes.Read the verdict
  17. Chinatown17Chinatown · neighborhoodChinatownAs a couple, Chinatown is an easy yes.Read the verdict
  18. Museum Campus18Museum Campus · attractionMuseum CampusAs a couple, Museum Campus is an easy yes.Read the verdict
  19. Jackson Park & Garden of the Phoenix19Jackson Park · attractionJackson Park & Garden of the PhoenixAs a couple, Jackson Park & Garden of the Phoenix is an easy yes.Read the verdict
  20. Four Seasons Hotel Chicago20Chicago · hotelFour Seasons Hotel ChicagoAs a couple, Four Seasons Hotel Chicago is an easy yes.Read the verdict
  21. Chicago Athletic Association Hotel21Chicago · hotelChicago Athletic Association HotelAs a couple, Chicago Athletic Association Hotel is an easy yes.Read the verdict
  22. Field Museum22Museum Campus · attractionField MuseumAs a couple, Field Museum is an easy yes.Read the verdict
  23. Museum of Contemporary Art23Streeterville · attractionMuseum of Contemporary ArtAs a couple, Museum of Contemporary Art is an easy yes.Read the verdict
  24. 360 Chicago (Hancock)24Streeterville · attraction360 Chicago (Hancock)As a couple, 360 Chicago (Hancock) is an easy yes.Read the verdict
  25. Willis Tower Skydeck25The Loop · attractionWillis Tower SkydeckAs a couple, Willis Tower Skydeck is an easy yes.Read the verdict
  26. Au Cheval26Chicago · restaurantAu ChevalAs a couple, Au Cheval is an easy yes.Read the verdict
  27. The Publican27Chicago · restaurantThe PublicanAs a couple, The Publican is an easy yes.Read the verdict
  28. Chicago Cultural Center28The Loop · attractionChicago Cultural CenterAs a couple, Chicago Cultural Center is an easy yes.Read the verdict
  29. Pequod's Pizza29Chicago · restaurantPequod's PizzaAs a couple, Pequod's Pizza is an easy yes.Read the verdict
  30. Old Town30Old Town · neighborhoodOld TownAs a couple, Old Town is an easy yes.Read the verdict
  31. Adler Planetarium31Museum Campus · attractionAdler PlanetariumAs a couple, Adler Planetarium is an easy yes.Read the verdict
  32. Indiana Dunes (day-trip)32Indiana Dunes (day-trip) · destinationIndiana Dunes (day-trip)As a couple, Indiana Dunes (day-trip) is an easy yes.Read the verdict
  33. Hyde Park33Hyde Park · neighborhoodHyde ParkAs a couple, Hyde Park is an easy yes.Read the verdict
  34. The Loop & the 'L'34The Loop · neighborhoodThe Loop & the 'L'As a couple, The Loop & the 'L' is an easy yes.Read the verdict
  35. Milwaukee (day-trip)35Milwaukee (day-trip) · destinationMilwaukee (day-trip)As a couple, Milwaukee (day-trip) is an easy yes.Read the verdict
  36. Lou Malnati's Pizzeria36Chicago · restaurantLou Malnati's PizzeriaAs a couple, Lou Malnati's Pizzeria is an easy yes.Read the verdict
  37. Deep-Dish Pizza Crawl37The Loop · experienceDeep-Dish Pizza CrawlAs a couple, Deep-Dish Pizza Crawl is an easy yes.Read the verdict
  38. The Robey38Chicago · hotelThe RobeyAs a couple, The Robey is an easy yes.Read the verdict
  39. The Second City39Old Town · experienceThe Second CityAs a couple, The Second City is an easy yes.Read the verdict
  40. Chicago Riverwalk40The Loop · attractionChicago RiverwalkAs a couple, Chicago Riverwalk is an easy yes.Read the verdict
  41. Lincoln Park41Lincoln Park · attractionLincoln ParkAs a couple, Lincoln Park is an easy yes.Read the verdict
  42. North Avenue Beach42Lincoln Park · attractionNorth Avenue BeachAs a couple, North Avenue Beach is an easy yes.Read the verdict
  43. Ace Hotel Chicago43Chicago · hotelAce Hotel ChicagoAs a couple, Ace Hotel Chicago is an easy yes.Read the verdict
  44. The Purple Pig44Chicago · restaurantThe Purple PigAs a couple, The Purple Pig is an easy yes.Read the verdict
  45. Wrigley Field Tour45Wrigleyville · experienceWrigley Field TourAs a couple, Wrigley Field Tour is an easy yes.Read the verdict
  46. The Walnut Room46Chicago · restaurantThe Walnut RoomAs a couple, The Walnut Room is an easy yes.Read the verdict
  47. The Hoxton, Chicago47Chicago · hotelThe Hoxton, ChicagoAs a couple, The Hoxton, Chicago is an easy yes.Read the verdict
  48. Lincoln Park Zoo48Lincoln Park · attractionLincoln Park ZooAs a couple, Lincoln Park Zoo is an easy yes.Read the verdict
  49. Christkindlmarket49The Loop · experienceChristkindlmarketAs a couple, Christkindlmarket is an easy yes.Read the verdict
  50. Grant Park50The Loop · attractionGrant ParkAs a couple, Grant Park needs the right timing and tolerance.Read the verdict
  51. Buckingham Fountain51Grant Park · attractionBuckingham FountainAs a couple, Buckingham Fountain needs the right timing and tolerance.Read the verdict
  52. Tilt at 360 Chicago52Streeterville · experienceTilt at 360 ChicagoAs a couple, Tilt at 360 Chicago needs the right timing and tolerance.Read the verdict
  53. The 606 (Bloomingdale Trail)53Wicker Park / Bucktown · experienceThe 606 (Bloomingdale Trail)As a couple, The 606 (Bloomingdale Trail) needs the right timing and tolerance.Read the verdict
  54. Magnificent Mile54Magnificent Mile · neighborhoodMagnificent MileAs a couple, Magnificent Mile needs the right timing and tolerance.Read the verdict
  55. Navy Pier55Streeterville · attractionNavy PierAs a couple, Navy Pier needs the right timing and tolerance.Read the verdict
  56. Shedd Aquarium56Museum Campus · attractionShedd AquariumAs a couple, Shedd Aquarium needs the right timing and tolerance.Read the verdict
  57. Wrigleyville57Wrigleyville · neighborhoodWrigleyvilleAs a couple, Wrigleyville needs the right timing and tolerance.Read the verdict
  58. Smoque BBQ58Chicago · restaurantSmoque BBQAs a couple, Smoque BBQ needs the right timing and tolerance.Read the verdict
  59. Maggie Daley Skating Ribbon (winter)59The Loop · experienceMaggie Daley Skating Ribbon (winter)As a couple, Maggie Daley Skating Ribbon (winter) needs the right timing and tolerance.Read the verdict