Date Night · $150
Gratuity & tolls included · card fee at checkout · no peak
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Date Night Limo Chicago
Date night limo Chicago: sedan $110/hr (4-hr min) with restaurant wait, Escalade ESV $130/hr. No parking, no peak pricing. Call (224) 801-3090.
Date Night · Lincoln Continental Chicago. $150–$400
Book a Lincoln Continental for your date night from $110/hr. A chauffeured date night signals something a rideshare simply cannot. Typical groups of 2, 2–3 hours, from $150–$400 — busiest January and February. Call (224) 801-3090.
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Book a Lincoln Continental for your date night in Chicago from $110/hr — packages typically $150–$400. A chauffeured date night signals something a rideshare simply cannot. That you planned ahead, thought it through, and wanted the evening to feel different. Whether it's a first date at an acclaimed restaurant or a decade-in surprise for your partner, arriving in a black car changes the whole energy of the night from the first moment.
Date Night vehicles
Planning Tips
- Book a round-trip with a 2-hour wait, your chauffeur stays nearby and picks you up the moment you text.
- The restaurant valet experience is noticeably better when you step out of a luxury sedan instead of an app car.
- For winter dates, our heated leather interiors mean no waiting in the cold or rushing to find parking.
Book date night online or call (224) 801-3090. Same-day is available when the fleet is open — prom and NYE need weeks of lead time.
A chauffeured date night signals something a rideshare simply cannot Packages start at $150–$400. Most date night groups run 2 to 10 guests.
Book a round-trip with a 2-hour wait, your chauffeur stays nearby and picks you up the moment you text. Sedan 1–4, stretch to 10, Sprinter to 14, party bus 20–40. Typical date night bookings cover 2–3 hours.
Date Night runs across Cook, DuPage, Lake, McHenry, Kane, and Will. Hub-and-spoke pickups so the bridal party and out-of-town guests stay on one clock.
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Vehicle options, related event types, and the resources you'll need to lock in pricing.
Fleet for this occasion
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Other occasions
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Other Occasions
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Why a Limo Turns Dinner Into an Event
Parking in the West Loop runs $25-$40 at a garage, if you can find a spot. River North is worse on weekends. Rideshare prices surge after 10 PM on Fridays and Saturdays, turning a $20 ride into $50. A chauffeured sedan eliminates all of it, flat fare, door to door, no app anxiety.
For couples coming from the suburbs, a limo turns the commute into part of the date. Get picked up at your door, relax in the back seat on the way downtown, and arrive at the restaurant entrance instead of a parking garage two blocks away. The ride home after dinner and drinks is just as comfortable.
Popular date night routes include West Loop dinner at Girl & the Goat or Avec, followed by cocktails in River North. Michigan Avenue couples do dinner at RPM Italian, then a skyline drive along Lake Shore Drive. Anniversary celebrations often include the Signature Room, a lakefront stop, and champagne in the car.
Related Services
Date Night Limo Questions
Most couples choose an executive sedan (Lincoln Continental) for a sleek, comfortable ride at the best price point, starting at $120 one-way. For anniversaries or proposals, a stretch limo or Cadillac Escalade adds the wow factor. The Escalade is popular for couples who want luxury without the stretch limo formality.
Yes. We stock champagne, roses, and custom decorations for proposals and anniversaries. Let us know 48 hours in advance and we will have everything set up before you step in. Champagne service adds $75-$150 depending on the bottle.
Valentine's Day is our busiest date night of the year. Book at least 2-3 weeks in advance to guarantee your preferred vehicle. Last-minute requests on February 13-14 are nearly impossible to fill. Mother's Day and New Year's Eve are similar.
Absolutely. As-directed service means we stay with you all evening. Dinner at one spot, cocktails at another, dessert somewhere else, then home. Your chauffeur handles every transition. Most multi-stop date nights run 3-5 hours.
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Richard Sievert, Owner, Monarch Fleet Chicago
Richard has operated Monarch Fleet Chicago since 2018, an ICC-licensed, $1.5M-insured Chicago ground-transportation company with a 22-vehicle fleet and a 4.6★ rating across237+ reviews. Pricing, routes, and policies on this page reflect how we actually run Chicago event and occasion transportation day to day.
Chicago limo, from $120
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From $120 · Restaurant + drinks + theater · Chauffeur waits all night · No peak pricing
Questions
Executive sedans start at $110/hr (4-hr min) or $120 for a one-way airport-style transfer. A 3-hour evening package with dinner stop and return is hourly sedan $110 or Escalade ESV $130/hr. Stretch limos for anniversaries are $159/hour (4-hr min). Call (224) 801-3090.
Yes. We coordinate with restaurants and venues for surprise proposals. Popular spots include the Adler Planetarium lakefront, North Avenue Beach at sunset, and private dining rooms at Alinea or Girl & the Goat. We handle timing, champagne, and the getaway.
Top routes include dinner in the West Loop followed by drinks in River North, a Magnificent Mile dinner with a skyline drive along Lake Shore Drive, and suburban couples heading downtown for dinner and a show at the Chicago Theatre or Lyric Opera.
Yes. For hourly bookings, your chauffeur waits nearby and returns when you text. For multi-stop evenings, as-directed service means the car stays with you all night: dinner, drinks, dessert, and home. No peak pricing at any hour.
Anniversary couples often book our stretch limo or Escalade with champagne service. Popular packages include a 4-hour city tour with dinner, or a round-trip to a North Shore restaurant like Oceanique or Campagnola. Roses and champagne can be arranged.