Itinerary

Business-trip evening in the West Loop

A compressed evening for someone arriving on a 5pm train with a 9am meeting tomorrow. Drop bags at one of the two design-led hotels, eat at one marquee Randolph room, have one drink somewhere with a view, and walk the corridor back. About three hours, end-to-end.

For: Business traveler with an evening, no companion.
Length: About 3 hours. · about 16 minutes of walking total

Stops

1. 1 Drop bags at The Hoxton Chicago

   Design-led hotel on Lake — lobby + Cira restaurant + Working From_ workspace.

   200 N Green St Bsmt-12, Chicago, IL, 60607

2. ↓ 7-minute walk

   2 Dinner at Sepia

   Long-running Michelin-starred American on Jefferson — book at least a week ahead.

   135 N Jefferson St, Chicago, IL, 60661

3. ↓ 6-minute walk

   3 Drink at Soho House public bar

   Ground-floor Chicken & Farm Shop bar is open to non-members — short walk from Sepia.

   113-125 N Green St Bsmt - 6th, Chicago, IL, 60607

4. ↓ 3-minute walk

   4 Nightcap at The Hoxton Cira

   Same hotel — Cira's bar runs late on weeknights.

   200 N Green St Bsmt-12, Chicago, IL, 60607

Frequently asked questions

What if Sepia is fully booked?

Try Avec, El Che, or Bar Tutto. All are within a 5-minute walk and take same-day reservations more reliably.

Can I do this in under two hours?

Skip the drink stop and combine: dinner at Au Cheval (walk-ins only, often less than an hour) then walk straight back. Au Cheval's bar seating works better solo than the dining room.

Itinerary stops link through to each business's full page; walking times are computed at build time from coordinates. The /itineraries hub lists all available themed sequences.