Date nights, handled for you

Retire “I don’t know, you pick.”

Wing plans the night around what you both love, so neither of you has to.

Plan our next night out

Free to start · No card needed · Works solo

Two people sharing bread over pasta and wine at a candlelit table

Rapid Fire

Weekend vibe:

Pick one. Wing plans either.

A real Wing plan · River North, Chicago

Books, Italian dinner and gelato by the fire

  1. 01after-words bookstoreBookstore5:30 PM
    9 min walk
  2. 02NonninaItalian dinner6:45 PM
    11 min walk
  3. 03Cafe CremerieGelato by the fireplace8:30 PM

Why Wing picked this

An unhurried, calm start that matches your preference for quiet, cultural places over noisy hotspots.

$140–200 · 3 stops · About 3 hours

Tell it what you love. And what you’d never do.

  1. 01 · You tell Wing

    Example
    • Foodies(selected)
    • Arts & culture(selected)
    • Cozy nights(selected)
    • Live shows
    • Outdoors
    • Nightlife

    Hard nos

    • Loud music
    • Long drives
    • Tourist traps

  2. 02 · Wing plans

    Example
    123

    Route at a glance

    Books, Italian dinner and gelato by the fire

    1. 01after-words bookstore5:30 PM
      9 min walk
    2. 02Nonnina6:45 PM
      11 min walk
    3. 03Cafe Cremerie8:30 PM

  3. 03 · You go

    Example

    Friday? 👀

    omg yes. I’ll book Nonnina

    Send it as a link. They don’t need the app to open it.

  • Stops checked on Google Maps
  • Walking times from Google
  • Reservation links included
  • Swap any stop you don’t love

What’s good near you this week.

Each week, Wing checks what’s on near you and turns the good stuff into plans.

  • Worth knowing nearby

    Watershed Bar

    River North

    A candlelit, living-room feel made for close conversation.

  • Worth knowing nearby

    L.A. Burdick

    River North

    Drinking chocolate so rich it’s basically ganache. Get one to share.

  • Worth knowing nearby

    A gallery stroll

    River North

    Fits your love of arts and culture, and the walk between galleries is short.

And for the nights you stay in.

Quick games, small dares and a few memories worth retelling. Most of it is free.

Rapid Fire

Pet preference:

A sample round. Pick one to see their answer.

100 questions. Answers stay hidden until you’ve both picked.

Dance together in the kitchen for one song.

No phones, just the two of you.

Watch their favorite movie together, even if it’s not yours.

Sometimes love means “The Notebook” again.

Less deciding. More dating.

Your first plan is free. After that, Wing Pro is $59.99 a year for the two of you.

Plan our next night out

Free to start · No card needed · Works solo

  • Start soloInvite your person with a link or code, whenever.

  • Private by defaultYour answers stay yours unless you share them.

  • Nothing personal without your OKWing asks before using your answers to plan for you, and you can change it anytime.

Ideas for the night you’re actually having.

Rainy, last-minute, kids asleep, or an anniversary coming up. Start with ideas, then let Wing turn one into a plan.

Questions

The practical stuff.

Do both of us need to join?
No. Start on your own and get your free plan. Invite your partner with a link or code whenever you like, and both of your tastes shape future plans. Connecting doesn't share your existing private answers.
How is this different from asking ChatGPT?
Wing remembers what you both like and what you'd never do. It checks every stop on Google Maps, times the walk between them and looks at what's on near you this week. You get a plan you can go on tonight, not a list of ideas to research.
What does it cost?
Wing is free to start, and you don't need a card. Your first full plan is free, and so are This Week, Explore and most of Connect. Wing Pro adds a ready plan and 3 gift ideas before every occasion, private hints, Their turn, and more plans and swaps. As of October 2026, US web pricing is $59.99 a year or $3.99 a week, and one subscription covers you both. Eligible new subscribers can get a 7-day trial on the annual plan, with a card required. Your local price and trial eligibility are shown before purchase. Cancel anytime from Settings.
Where does Wing work?
Wing works in your browser in English. Plans use the city you choose, with local places and timing.
What stays private?
Your answers shape your recommendations without becoming visible to your partner, and Wing never sends them automatically. Wing asks before using your answers to plan for you, and you can change that anytime in Settings.
Is this the Wing dating app?
No. Wing Date Night is a planner for people who are already a couple. It isn't a dating or matchmaking app, and it has no connection to other apps called Wing.
Is Wing couples therapy?
No. Wing helps with everyday things like planning time together and having more fun at home. It isn't a therapist, a crisis service or a substitute for licensed care.