Adult travelers actively enjoy an illustrative Chicago outdoor adventure
Chicago · United States

Big city. Bigger participation.Feel Chicago.

Paddle beneath the skyline. Press dough into a deep-dish pan. Make your scene partner laugh, then reach for the next climbing hold. Chicago gives you a city to experience with your whole self.

Your Chicago escape4 days · 3 nightsHotel stay · $599 $299Confirm your hotel, dates and complete costs with EVE.
Discover Chicago, IL →
Join in. Feel more. Keep the memory.
4Days
3Hotel nights
USUnited States
18Months to travel
Feel every moment

Follow your curiosity.Get right into Chicago.

Choose the moment that makes you want to join in. These are experiences to try, skills to discover and stories to bring home—built around your own pace.

Adults actively experience Chicago River · Guided kayaking in an illustrative Chicago travel scene01
Chicago River · Guided kayaking

Paddle between the towers.

Take a stroke and watch the skyline shift around you. From a kayak, the city feels closer, taller and full of movement you are part of.

Guided sessions, season, water conditions and river traffic determine availability.
Adults actively experience Chicago flavors · Pizza making in an illustrative Chicago travel scene02
Chicago flavors · Pizza making

Put your hands in the dough.

Press the crust, add the cheese and build a pie worth talking about. The best part of this kitchen lesson comes when your own creation reaches the table.

Reserve a class separately; pizza styles, class size and menus vary.
Adults actively experience Chicago comedy · Improv workshop in an illustrative Chicago travel scene03
Chicago comedy · Improv workshop

Be the funny moment.

Say yes, try the next idea and laugh with your scene partner. A playful beginner workshop puts you inside Chicago’s comedy spirit.

Check beginner eligibility and current workshops; no particular theater or session is included.
Adults actively experience Maggie Daley Park · Climbing in an illustrative Chicago travel scene04
Maggie Daley Park · Climbing

Reach for a city high.

Choose your next hold, shift your weight and climb with the skyline behind you. An instructor helps you find the confidence hidden in that first reach.

The outdoor wall is seasonal; check reopening, restrictions and instruction for your dates.

Choose your own adventure. Guided activities, workshops, admissions, meals and transport are arranged separately from the hotel stay.

Adults actively prepare their day bags in an illustrative unbranded Chicago hotel lounge
A little room to unwind

Recharge between adventures.Another day to jump into.

3 hotel nights give you a base for Chicago. Set down your bag, prepare for tomorrow and make room for a comfortable pause between the moments you came to experience.

The Maggie Daley Park wall is listed as closed for the season at research time; it is a future-date inspiration, not a currently promised activity. Confirm classes and river tours for your dates. Schaumburg and Vernon Hills properties are outside central Chicago and require transport planning. Your exact property, room, meal plan and amenities are confirmed with your reservation.

3 hotel nights A participating Chicago, IL property Experiences chosen around you
Chicago, IL · United States
4Days3 nights
Your hotel escapeThree nights.
So many memories.
Pricing and dates confirmed with EVE
  • 3 nights at a participating hotel
  • One room for up to two eligible adults
  • 18 months to travel after activation
  • Your complete offer reviewed before proceeding
Hotel accommodation. Confirm your meal plan; flights, transport and paid experiences are arranged separately.
Adult travelers actively strum guitars during an illustrative Chicago beginner music session
Doing more. Feeling more.A memory shared with you.
Adults serve and eat Chicago-style deep-dish pizza at an illustrative restaurant
Made for sharing

Lift a slice of Chicago.Keep the stories coming.

A deep golden crust, tomato on top and a warm slice lifted from the pan. After a day of making and moving, this is a Chicago moment worth sitting down for.

Take a bite. Share a story. Remember the feeling.Dining is purchased separately. Confirm menus, dietary needs and current opening times.
Your 4-day rhythm

4 days. Make them feel like you.

01Arrive with a little curiosity

Settle into your confirmed hotel and choose a gentle first taste of Chicago.

02Paddle between the towers.

Choose your guided outing, then leave time to enjoy the feeling.

03Put your hands in the dough.

Try a new experience and make room for a local meal.

04Pack the memories

A final morning, a little conversation and departure on your schedule.

A little inspiration for your days, with time to choose your own pace. This is not a scheduled itinerary. Activities and dining are not included unless expressly stated in your final reservation documents.

Before you go

Plan a little. Feel a lot.

ArrivalChicago, IL · Plan your arrival
ReservationsConfirm your dates
Pricing & feesConfirmed with EVE
Out & aboutCheck weather & hours
Chicago · United States Guided kayaking · Pizza making · Improv workshop · Climbing

The Maggie Daley Park wall is listed as closed for the season at research time; it is a future-date inspiration, not a currently promised activity. Confirm classes and river tours for your dates. Schaumburg and Vernon Hills properties are outside central Chicago and require transport planning. Destination, dining and hotel photos are AI-created illustrations; your property and amenities are confirmed with your reservation.

The details

A little planning.
A lot of possibility.

Review your qualifications, complete costs and available dates with EVE before proceeding.

Who can travel

  • One hotel room for up to two eligible adults; confirm traveler qualifications with EVE.
  • Additional guests and room configuration depend on the property and final offer.
  • Review all guest and redemption requirements before activation.

Planning your stay

  • Activate by the deadline shown on your certificate.
  • Complete travel within 18 months after activation.
  • Hotel and dates are subject to availability; confirm advance booking requirements.
  • Review the complete price, applicable taxes and fees, and cancellation terms before proceeding.

Plan separately: airfare, transportation, restaurant outings, gratuities and paid activities. Your meal plan, taxes and fees are reviewed before redemption. The final offer and reservation terms govern your stay.

Where you might stay

Your base in Chicago, IL.

The supplier snapshot lists these participating hotels. Your final property depends on dates and availability and is confirmed with your reservation.

  • DoubleTree by Hilton Chicago Schaumburg

  • Hotel Indigo Chicago-Vernon Hills by IHG

  • Warwick Allerton - Chicago

Chicago, IL is calling

Go feel Chicago.Bring home the story.

Paddle beneath the skyline. Press dough into a deep-dish pan. Make your scene partner laugh, then reach for the next climbing hold. Chicago gives you a city to experience with your whole self. Let EVE help you confirm your stay and make it your own.

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Elite Vacation Assistant

Your Chicago, IL escape.

4 days · 3 nights

Your Chicago escape starts with 4 days and 3 hotel nights. Continue to EVE to confirm dates, traveler qualifications, participating properties and complete costs with EVE.

Continue on EVE → This is a destination preview. Availability, pricing and final reservation terms are confirmed with EVE on EVE.
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