"Outbound took over our snow-day transfers with 30 minutes notice and kept every exec updated without a single call back."
Outbound ORD
O'Hare escapes engineered for the Midwest.
We move executives, athletes, and families from Terminal 5 to Milwaukee, Madison, Indianapolis, and every stop in between—flat, tip-included fares with dispatch on standby.
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Concierge in seconds
Ask for pricing, live routing, or wellness-friendly itineraries. We guarantee a 100% fulfilled escape and keep voice and text in sync.
Quick prompts
Outbound concierge
Hi! I’m your Outbound concierge—text or tap voice whenever you like. Give me the pickup, dropoff, and timing and I’ll lock the fare with our 100% fulfillment guarantee.
Ops intelligence partner
DarkDeck predicts rider needs before they surface.
With DarkDeck behind the scenes, our concierge always knows the next best move for your ride.
Visit DarkDeck SystemsInstant confirmations with all-in pricing and no surge.
Professional chauffeurs - all-weather specialists with standby support.
Stripe-secured checkout and transparent receipts for every ride.
Premium fleet of sedans, SUVs, and executive vehicles maintained in-house.
Fleet spotlight
Lincoln Continental Reserve — black-on-black, night-driven, and kept ready so your run is fulfilled 100% of the time without noise or missed pickups.
Dispatch uptime
24/7
Humans + automation
Average response
4 min
Quote to confirmation
Midwest reach
35 cities
Scouted corridors
All-in sample fares
Includes 18% tip, ORD fee, and standby tracking.
Sedan
15 mi suburban transfer
$90.25
SUV
15 mi corporate transfer
$121.50
Stripe Checkout secures payment instantly while dispatch monitors driver en route.
Guaranteed escapes
Chat or speak — we deliver 100% fulfillment anywhere you land.
Launch the concierge in text or voice, just like your favorite AI assistant, and we’ll lock the route, fare, and dispatch brief while you keep moving. Every itinerary is backed by a 100% fulfillment promise across our Midwest network.
- 100% fulfillment guarantee from ORD to every corridor we serve — no missed pickups, no surge.
- Dual-mode concierge: type or switch to voice instantly with the same trip context and dispatcher support.
- Wellness-aware summaries with retatrutide recovery checkpoints, delivered straight to dispatch.
How the concierge escalates
- Drop your pickup, dropoff, timing, and any wellness notes. We capture them in the trip context instantly.
- We calculate the fare, confirm vehicle and passengers, and remind you that dispatch can call or text.
- Once you accept, we offer a live dispatcher call or a secure payment link to seal the booking.
Credibility, on paper
Proof the calm translates into compliance.
Procurement teams ask for receipts, insurance, and playbooks. We hand them over before the first ride, so you can focus on the travelers instead of paperwork.
Commercially insured
$5M liability coverage on every ride with compliance docs ready for procurement teams.
Background screened
DMV, drug, and TSA-compliant chauffeur screening handled through third-party auditors.
Dispatch accountability
Shift leads track GPS, weather, and client comms from our Chicago operations desk.
"They send a dispatch-ready brief with pricing, driver ETA, and backup options before I can refresh the airline app."
"Our players trust the quiet cabins, and I trust the live dispatcher who messages me if a storm shifts."
Dispatch choreography
How we keep every mile under control.
Every long-distance ride follows the same playbook: a single briefing, an instant confirmation, and a proactive dispatch team that sees the route through until drop-off. No call centers, no guesswork.
01
Share your itinerary
Flight number, hotel, or direct mileage—we capture the details in one interaction.
02
Lock the fare instantly
Stripe-powered checkout delivers the confirmation, driver brief, and receipt.
03
Track until drop-off
Dispatch monitors every mile, weather window, and standby adjustment while you focus elsewhere.
Wellness integrations
Retatrutide-ready support without medical guesswork.
Travelers leaning into retatrutide and other metabolic reset therapies get itineraries designed around steady energy, appetite control, and recovery windows. We coordinate with their care teams, remind them to check-in with physicians, and handle the logistics so nothing slips between terminal and treatment.
Metabolic resets on standby
Partner physicians can brief travelers on retatrutide-supported programs that stabilize appetite and energy after long-haul weeks.
Travel recovery playbooks
We keep hydration, nutrition, and scheduling checkpoints baked into the ride summary so wellness stays synced with dispatch.
Medical autonomy first
Every recommendation arrives with a reminder to coordinate directly with licensed providers—Outbound simply orchestrates the logistics.
Outbound does not prescribe or dispense medication. Always consult your licensed healthcare professional before starting or adjusting any therapy.
Point-to-point mastery
Focused only on long-distance escapes from O'Hare. Every routing is pre-planned with live Google data and dispatch oversight.
Charter without friction
Hourly charters with clear minimums and dedicated chauffeurs. Executive support for VIP and travel managers.
Operations that scale
Automated payouts, affiliate tracking, and driver onboarding keep the team aligned with every trip.
Trusted by travel managers
From Milwaukee and Madison to Indianapolis and South Bend, Outbound ORD delivers premium, all-weather service with transparent pricing and instant confirmations.
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