North of the river along the lake: steak and seafood rooms around Rush and Oak Streets, Old Town's taverns along Wells, and Streeterville's dining rooms off Michigan Avenue — where happy hour is often the friendliest price on the menu.
Most of these start around 3 PM and run until about 6 PM. 3 of the 5 also run on the weekend. 4 have an oyster deal.
Adalina
Gold Coast · Italian restaurant · $$$
Today from 4 PM
Mon–Fri · 4–6 PM
$5Peroni
$9Classic martini — Bombay Sapphire or Grey Goose
$9Adalina spritz or a house cocktail
+ 7 more deals in the app
A glamorous second-floor Gold Coast room led by Michelin-starred chef Soo Ahn: handmade pastas, Caesar tossed tableside, a Sunday supper prix fixe. Weekday happy hour, 4 to 6 at the bar, has $2 oysters.
$5Shrimp po' boy, crispy fish taco, filet slider or baked goat cheese each
+ 2 more deals in the app
The seafood house that shares a kitchen with Gibsons next door, famous for its frog legs and king crab; its shrimp DeJonghe, the garlicky Chicago-born classic, is one of the city's best.
The Rooh team's London-style pub in Streeterville, mixing British Indian dishes (tikka masala, a shepherd's pie made with lamb keema) with gin cocktails.
Every one lands on your own map in a tap — save them, rate them, plan around them. City Packs are included with Planner Pro.
Or search “Whosly: Plans, Places & RSVPs” on the App Store
Add all 265 to your iPhonePoint your iPhone camera here — the Chicago Happy Hour pack opens in Whosly, ready for your map.
Getting there
Getting there & when to go
Take the Red Line to Clark/Division for the Gold Coast and Rush Street, or the Brown or Purple Line to Sedgwick for Old Town; Streeterville is a short walk east of the Red Line at Grand or Chicago.
Rush and Oak Streets get loud after work on Thursdays and Fridays. Old Town is calmer and sits around The Second City on Wells Street, so a happy hour there before a show makes an easy night.
Also in Gold Coast & Old Town · free in the app
Navy Pier — Ride the Centennial Wheel, board a lake or architecture cruise from the docks and stay for summer fireworks. It's tourist-heavy; walk out to the end of the pier for the best views. Check the calendar for free fireworks through the year.
The Second City — Sketch and improv since 1959, the stage behind Belushi, Murray, Fey and Colbert. The mainstage revue plays Old Town, and a second revue plays the smaller stage next door most nights.
Map
Gold Coast & Old Town happy hours on the map
Close enough to walk between — tap a marker to see which one it is.
The Whosly app
All 265 Chicago happy hours, live
This page is a sample. The Chicago Happy Hour pack in Whosly has every one of the 265 — 1,669 deals with their prices and times — and tells you which are pouring right now.
✓On now, Today and Another day filters, by neighborhood or near you
✓Save spots to your own map — mark them been or to-try, and rate them
✓See the places your friends have saved and rated
✓Make any happy hour a plan: text one link and see who's in — friends RSVP with no app
Or search “Whosly: Plans, Places & RSVPs” on the App Store
Get it on your iPhonePoint your iPhone camera here — or open the App Store and search “Whosly: Plans, Places & RSVPs”.
The happy hour packs are included with Planner Pro. Starting a plan and RSVPing are free, always.
City Packs in the app
FAQ
Gold Coast & Old Town happy hour questions
What's the best happy hour in Gold Coast & Old Town?
Start with Kayao ($2.50 Market oysters, Peruvian mignonette, Mon–Fri 4:30–7 PM). The others on this page — Adalina, Hugo's Frog Bar & Fish House, Pippin's Tavern and Monarch and Lion — are just as worth a stop, depending on the night.
What time is happy hour in Gold Coast & Old Town?
Usually from about 3 PM to 6 PM on weekdays. Each listing above shows its exact days and times.
Are there weekend happy hours in Gold Coast & Old Town?
Yes — Hugo's Frog Bar & Fish House (Sun–Thu), Kayao (Sat & Sun) and Monarch and Lion (daily).
How do I get to Gold Coast & Old Town for happy hour?
Take the Red Line to Clark/Division for the Gold Coast and Rush Street, or the Brown or Purple Line to Sedgwick for Old Town; Streeterville is a short walk east of the Red Line at Grand or Chicago.
What else is there to do in Gold Coast & Old Town?
From Whosly's free Chicago Essentials pack: Navy Pier and The Second City. Navy Pier: Ride the Centennial Wheel, board a lake or architecture cruise from the docks and stay for summer fireworks. It's tourist-heavy; walk out to the end of the pier for the best views. Check the calendar for free fireworks through the year.
16 Gold Coast & Old Town happy hoursSee what's on now in WhoslyScan with your iPhone camera — or search “Whosly: Plans, Places & RSVPs” on the App Store