Second City Livery Service

Second City Livery Service Chicago chauffeur service: scheduled airport transfers, corporate, hourly & long-distance travel.

Second City Livery is a Chicago chauffeur service providing scheduled airport transfers to O'Hare (ORD), Midway (MDW), and private aviation terminals including FBO locations. Services include corporate travel, hourly chauffeur service, long-distance ground transportation to Wisconsin, Indiana, Michigan, and Ohio, and event transportation throughout Chicagoland. Every trip is coordinated in advance

with real-time flight tracking and flat-rate pricing. Direct communication and consistent execution from pickup through arrival.

A family vacation should feel enjoyable before you even reach the hotel. Second City Livery Service provides private tra...
09/03/2026

A family vacation should feel enjoyable before you even reach the hotel. Second City Livery Service provides private transportation with comfortable vehicles, professional chauffeurs, and enough space for your family and luggage.

➡️ Skip the parking, rental car lines, and last-minute transportation stress. Start the trip together and let us handle the road.

Book your family transportation today!

https://secondcitylivery.com/long-distance-chauffeur/city-to-city

Every group has different transportation needs. A couple heading to dinner may need a luxury sedan, while a family, wedd...
08/31/2026

Every group has different transportation needs.

A couple heading to dinner may need a luxury sedan, while a family, wedding party, or corporate team may need the extra space of an SUV or Executive Sprinter.

Second City Livery Service matches the vehicle to your passenger count, luggage, schedule, and occasion so your ride feels comfortable from the start.

➡️ Get your quote today!

https://secondcitylivery.com/private-chauffeur/point-to-point-transfers

A special night should not begin with searching for parking or end with waiting for a ride. Second City Livery Service p...
08/27/2026

A special night should not begin with searching for parking or end with waiting for a ride.

Second City Livery Service provides professional chauffeur service for anniversary dinners, concerts, shows, and celebrations throughout Chicago. 🚘

Your pickup is scheduled, your vehicle is ready, and your chauffeur handles the road so you can focus on enjoying the evening together.

Book your anniversary ride today! 🙌

https://secondcitylivery.com/private-chauffeur/special-events

Wedding transportation is easier when every detail is planned in advance. We match the right vehicle to your group, conf...
08/24/2026

Wedding transportation is easier when every detail is planned in advance.

We match the right vehicle to your group, confirm pickup times, and coordinate with your venues to avoid delays.

Enjoy the day while a professional chauffeur handles the road. 💍🚘

Schedule your wedding transportation today!

https://secondcitylivery.com/private-chauffeur-chicago/wedding-transportation/

Running late for a flight is stressful enough without also dealing with traffic, parking, and airport drop-off logistics...
08/20/2026

Running late for a flight is stressful enough without also dealing with traffic, parking, and airport drop-off logistics.

🔷 With Second City Livery Service, you can focus on your itinerary while a professional chauffeur handles the road, monitors traffic conditions, and plans the most efficient route to ORD, MDW, or your private terminal.

Travel with more control, more comfort, and one less thing to worry about.

Book your airport chauffeur today! 🚘

https://secondcitylivery.com/airport-chauffeur-chicago/private-airport-pickup/

A smoother family ride starts before pickup. The right vehicle, enough luggage space, clear timing, and an available chi...
08/17/2026

A smoother family ride starts before pickup.

The right vehicle, enough luggage space, clear timing, and an available child car seat can make the entire trip feel more manageable.🚘

Second City Livery Service coordinates family transportation in advance so parents can focus on the day ahead instead of last-minute logistics. Share your passenger count, luggage needs, and child seating requirements when you book, and we will help arrange the right setup for your trip.

Book your next family ride today! 🙌

https://secondcitylivery.com/private-chauffeur/hourly-charter

The right transportation does more than get you across Chicago. It gives you back valuable time. A quiet cabin, a profes...
08/13/2026

The right transportation does more than get you across Chicago.

It gives you back valuable time. A quiet cabin, a professional chauffeur, and a route planned around your calendar can turn the ride between appointments into one of the most useful parts of your day. 👨‍💼 🚘

Second City Livery Service provides executive transportation with advance coordination, reliable communication, and chauffeurs assigned with your route and preferences in mind.

Request a quote today!

https://secondcitylivery.com/private-chauffeur-chicago/executive-chauffeur/

A delayed flight, multiple bags, and a crowded airport can make the end of a long travel day feel even longer. Your ride...
08/10/2026

A delayed flight, multiple bags, and a crowded airport can make the end of a long travel day feel even longer.

Your ride should not add to the stress. Second City Livery Service monitors your flight, adjusts pickup timing, and coordinates your arrival so your chauffeur is ready when you are.

From luggage assistance to a clean, comfortable vehicle, every detail is handled with professionalism. Whether you are arriving at O’Hare, Midway, or a private Chicago terminal, you can step outside knowing your transportation is already arranged. ✈️🚘

Book your Chicago airport pickup today!

https://secondcitylivery.com/airport-chauffeur-chicago/private-airport-pickup/

Every detail matters on your wedding day, including the ride.Second City Livery provides luxury wedding transportation f...
08/06/2026

Every detail matters on your wedding day, including the ride.

Second City Livery provides luxury wedding transportation for couples, bridal parties, families, and guests across Chicago. From hotel pickups to ceremony arrivals and reception transfers, our professional chauffeurs help keep your timeline smooth, polished, and stress-free. 💍🚘

Schedule your wedding transportation today!

https://secondcitylivery.com/private-chauffeur-chicago/wedding-transportation/

One guest or the whole group, Second City Livery has the right ride ready.From executive sedans to luxury SUVs and Sprin...
08/03/2026

One guest or the whole group, Second City Livery has the right ride ready.

From executive sedans to luxury SUVs and Sprinter options, our fleet is built for airport transfers, corporate travel, weddings, events, and nights out in Chicago.

Comfort, space, and professional service come standard. 🚘

➡️ Get your quote today!

https://secondcitylivery.com/long-distance-chauffeur-chicago/

Address

Chicago, IL

Opening Hours

Monday 6am - 11pm
Tuesday 6am - 11pm
Wednesday 6am - 11pm
Thursday 6am - 11pm
Friday 6am - 11pm
Saturday 6am - 10pm
Sunday 6am - 10pm

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