Private Departure Transfer to Chicago Airports (ORD)(MDW)

Get the lowdown on this private Chicago airport transfer—reliable, comfortable, and private—perfect for stress-free travel to O'Hare or Midway.

A Practical Look at the Private Chicago Airport Transfer Service

If you’re planning your trip to Chicago and want a smooth way to get from your hotel to the airport, this private transfer service might be on your radar. We’ve looked into it to see if it lives up to expectations. It’s designed for travelers who value comfort, punctuality, and avoiding the hassle of taxis or public transit—which is often worth the price, especially when managing luggage or tight schedules.

What we find particularly appealing are the flexibility of service—available 24/7—and the personalized experience that comes with a private chauffeur. Plus, the professional, friendly drivers seem to be a highlight for many users. On the flip side, there are some hiccups noted in reviews, especially regarding punctuality and customer service issues, so it’s not quite foolproof. Still, if you’re after a reliable private ride, this could be a solid choice, especially if you’re traveling with up to three people and want to keep things simple.

This service tends to suit business travelers, families, or anyone who prefers a hassle-free, direct transfer. If you’re familiar with Chicago or traveling with a group, the price point makes sense, but if you’re solo and looking to save, you might need to weigh the cost versus options like shared shuttles or public transit.

Key Points

  • Private, tailored service means you avoid crowded shuttles and taxis.
  • Available 24/7, so it fits flexible schedules.
  • Comfortable vehicles and professional chauffeurs enhance the experience.
  • Pricing is reasonable for a private transfer, especially for small groups.
  • Some reviews indicate punctuality and customer service issues—worth considering.
  • Luggage restrictions apply; only one suitcase and one carry-on per person.

What Exactly Is This Transfer Service?

Private Departure Transfer to Chicago Airports (ORD)(MDW) - What Exactly Is This Transfer Service?

This private transfer offers a straightforward way to get from downtown Chicago (or other Chicagoland destinations) to either O’Hare International Airport (ORD) or Midway Airport (MDW). You won’t need to worry about navigating busy streets or hailing a taxi—your driver will meet you at your hotel, help with your luggage, and get you to the airport efficiently.

The service features a pick-up in a private sedan or minivan depending on your group size, in a vehicle that’s noted to be clean and comfortable. The duration is roughly an hour, but that can vary depending on traffic—something to keep in mind if your flight is tight or during rush hours.

Is It Cost-Effective?

At $89.60 for up to three people, this is often seen as a good value for a private, door-to-door service. When you factor in the convenience of being met at your hotel, the comfort, and the time savings, many travelers find it worthwhile, especially compared to paying for multiple taxis or risking public transit delays.

Who Is It Best For?

This service is perfect if you value comfort and reliability over budget. It’s especially suited for those who want to avoid the confusion or unpredictability of public transit, or for travelers arriving late at night or early morning when public options may be limited. Business travelers, families, or anyone with luggage will appreciate the ease.

The Booking and Cancellation Process

Private Departure Transfer to Chicago Airports (ORD)(MDW) - The Booking and Cancellation Process

Booking is simple—you’ll receive confirmation upon reservation, and most travelers book about 23 days in advance. Cancellation is free if you cancel at least 24 hours before the scheduled pickup, giving you flexibility if your plans change unexpectedly.

The service accepts major credit cards, so cash isn’t necessary, and receipts are available if needed. Be aware that there’s a waiting time of up to an hour for international arrivals, and extra charges apply if you’re delayed beyond that.

What Awaits You on the Day of Your Transfer?

Private Departure Transfer to Chicago Airports (ORD)(MDW) - What Awaits You on the Day of Your Transfer?

Once you arrive at your hotel or designated pickup point, your professional chauffeur will be there, usually on time based on reviews. Drivers are praised for their friendliness, helpfulness, and professional appearance, which adds a touch of comfort and confidence to your transfer.

Many reviews mention drivers helping load bags and navigating through traffic effectively. For example, one reviewer said, “Antwone was early and able to navigate through the morning rush to get us to the airport on time,” which is exactly what you want in a transfer service.

Vehicle Quality

Vehicles are kept clean and in good condition, making the ride pleasant. The size of the vehicle will depend on your group—either a sedan, SUV, or limousine—so larger groups might need to double-check their vehicle type.

The Experience: What Works Well & What to Watch For

Private Departure Transfer to Chicago Airports (ORD)(MDW) - The Experience: What Works Well & What to Watch For

From the reviews, the most praised aspect is the professionalism of the drivers. One reviewer highlighted, “On time, safe, and comfortable ride,” and another appreciated the driver arriving early and navigating traffic expertly. These are key for travelers catching flights, where punctuality can make or break your plans.

The vehicles themselves receive consistent praise for being clean and well-maintained, which helps set a good tone for the journey.

However, there have been some complaints. A few reviews highlight instances of driver no-shows or delays, and in one case, a customer experienced difficulty with customer service when trying to resolve an issue. While these appear to be isolated incidents, they serve as a reminder that no service is perfect.

Luggage Restrictions and Additional Fees

Each traveler can bring one suitcase and one small carry-on bag, which should be enough for most trips. If you’re traveling with oversized luggage or items like surfboards or bikes, it’s best to check ahead to ensure accommodations.

Extra charges may apply if you’re delayed beyond the initial waiting period, especially for international arrivals, so plan accordingly.

Is This Transfer Service Worth It?

Private Departure Transfer to Chicago Airports (ORD)(MDW) - Is This Transfer Service Worth It?

Given the generally positive reviews and consistent praise for punctuality and professionalism, this service offers a reliable, private option for airport transfers in Chicago. The price is quite reasonable for the experience of door-to-door transport in a private vehicle, especially for groups of up to three.

For travelers valuing comfort, time, and a stress-free start or end to their trip, this is a commendable choice. The 24/7 availability is a bonus, allowing you to coordinate even late-night or early morning flights without worry.

Who Should Consider This Service?

If you’re arriving or departing Chicago and want to avoid the hassle of public transportation, this service is suited for you. It’s particularly convenient if you’re traveling with luggage or in a group, and you prefer a personalized, private experience over shared shuttles.

However, if you’re on a tight budget and okay with public transit or shared shuttles, you might want to explore other options. Also, if your luggage exceeds the usual allowance, double-check with the provider beforehand to avoid surprises.

Frequently Asked Questions

How far in advance should I book this transfer?
It’s recommended to book about 23 days ahead, but you can make your reservation sooner or closer depending on availability. Many travelers secure their spot well in advance especially during busy travel seasons.

Is the price per person or for the whole vehicle?
The cost, $89.60, is per group, accommodating up to three passengers in a sedan or five in an SUV. It’s a group rate rather than per individual.

What if my flight is delayed?
The service offers a one-hour waiting period for arrivals; beyond that, additional charges may apply. It’s best to inform your driver of any delays if possible.

Are child seats provided?
Child seats are not included by default and are legally required for children 8 and under. You should arrange for your own if needed.

What if I have more than three pieces of luggage?
Luggage restrictions are typically one suitcase and one small carry-on per traveler. If you have oversized or excess luggage, check with the operator beforehand to see if additional arrangements can be made.

Can I cancel my booking?
Yes, cancellations are free if made at least 24 hours before your scheduled pickup. Less notice means no refund.

How do I meet my driver?
Your driver will meet you at the designated pickup location, often holding a sign with your name, and will assist with your bags.

Is this service suitable for international arrivals?
Yes, and there is a one-hour grace period for international arrivals. Just be aware that additional waiting charges may apply if you’re delayed.

Ready to Book?

Private Departure Transfer to Chicago Airports (ORD)(MDW)



3.5

(89)

“On time pick up in a clean and comfortable vehicle, a friendly and helpful driver! Art is an excellent employee and an asset for your company.”

— Rafael S, Featured

Final Thoughts

If you’re after a simple, comfortable, and private way to get to or from Chicago’s airports, this service ticks many boxes. It’s especially appealing for those who prioritize punctuality, personalized service, and avoiding the chaos of public transit or taxis. While there are occasional reports of delays or customer service issues, overall, the reviews suggest a solid, reliable experience.

The price point makes it a reasonable option for small groups or couples, offering peace of mind that your trip to the airport will be as stress-free as possible. Just remember to double-check specific luggage needs and be prepared for traffic, especially during busy hours.

In the end, this transfer service is best suited for travelers who want dependable, private transportation with a personal touch—worth considering if ease and comfort are high on your priority list.