The Journal | Chicago Travel Tips from Fiona's Carriage - Fiona’s Carriage Inc.

The Fiona’s Carriage Journal

Travel tips, Chicago insights and a look behind the wheel of executive ground transportation.

Since 2016, Fiona’s Carriage has moved Chicago’s executives and travelers with punctuality and discretion. Here we share what we’ve learned along the way, from airport strategy to the best of Chicago in every season.

The Chicago Travel Brief

Airport updates, major events, and road closures to plan around, from the team that drives Chicago every day. Delivered to your inbox when it matters.

Recent Articles

Two Teams, One City: Celebrating the Cubs and White Sox in the 2026 PlayoffsOctober 1, 2026
Chicago Showed Up There are certain moments when Chicago feels especially like Chicago. A crisp fall evening. A packed neighborhood restaurant. Baseball conversations carrying from… Read more: Two Teams, One City: Celebrating the Cubs and White Sox in the 2026 Playoffs
Fall Weather, Zero Guesswork: How Rain and Rush Hour Reshape Your O’Hare TimingSeptember 25, 2026
A Chicago flight can be perfectly on schedule and still feel like a race to the terminal. In autumn, the real variables are often on… Read more: Fall Weather, Zero Guesswork: How Rain and Rush Hour Reshape Your O’Hare Timing
The Luxury of Time: Mastering the United Twilight Bag DropSeptember 25, 2026
We know that some travel days begin long before sunrise, and a 5:00 a.m. flight can feel like a mountain to climb before the day… Read more: The Luxury of Time: Mastering the United Twilight Bag Drop