Flying isn’t just what we do; it’s what we love.

At Delta Fox, we’re a small, family-run business, and every time we take people up over Chicago, we’re reminded of why. The city looks incredible from the ground, sure, but from the sky? It’s a whole different world.

We’ve flown couples on date nights, families celebrating milestones, and groups of friends just looking for a new adventure. No matter who’s on board, the reaction is always the same: surprise, laughter, awe, and a memory they’ll keep for years.

Why People Choose a Flight Instead of “The Usual”

Dinner, a movie, a walk by the lake, those are great, but you can do them any weekend. Flying over Chicago? That’s something you don’t forget.

The difference is in the feeling.

  • It feels private: no crowds, no distractions, just you and your people.

  • It feels special: seeing the skyline stretch out in every direction is something most people never get to do.

  • It feels personal: we tailor each flight to you, whether it’s romance, adventure, or celebration.

For us, it’s not about selling a tour. It’s about giving you a memory that stands out.

Romance in the Air

We’ve had couples celebrate anniversaries, engagements, and even “just because” nights out.

Sunset flights have become a favorite for couples. Some use the moment to celebrate anniversaries, others to propose, and many simply enjoy the chance to spend time together in a setting that feels private and unforgettable.

Guests celebrating milestones, from anniversaries to birthdays, often tell us that flying together feels more meaningful than another dinner out. It’s a way to create a memory that lasts well beyond the evening.

That’s what makes these flights special, they create the kind of moments that don’t need words.

Celebrations With Friends

Flights aren’t just for couples. Some of the most fun we’ve had in the air has been with groups of friends.

Groups of friends often turn flights into a celebration, snapping photos, spotting familiar places from above, and sharing the experience online. Whether it’s a birthday, reunion, or just a fun outing, the laughter and excitement fill the cabin.

It’s a new way to hang out together, part adventure, part sightseeing, all fun.

What Sets Delta Fox Apart

Plenty of places offer sightseeing flights. Here’s why people tell us they choose us:

  • Private flights, always. You won’t share the cabin with strangers.

  • Pilots who care. We don’t read from a script. We point things out the way a local friend would.

  • Safety first. We keep our planes in top condition and follow every safety step carefully.

  • Personal touches. Want to circle your neighborhood? Celebrate with a toast? Surprise someone mid-flight? Just let us know.

We’re not here to give you a cookie-cutter tour. We’re here to give you your flight.

Chicago Through the Seasons

Every time of year has its own magic.

  • Spring: The parks wake up with new green, and the city feels alive again.

  • Summer: The lake is full of boats, festivals fill the parks, and the whole city buzzes.

  • Fall: Streets turn into rivers of orange and gold, and the skyline looks sharper in the crisp air.

  • Winter: The rooftops wear snow, the lake freezes, and holiday lights sparkle across the city.

Some of our guests come back in different seasons just to see how Chicago changes. It’s like getting four cities in one.

The Best Part: The People

What sticks with us isn’t just the view — it’s the people we fly with.

  • A dad surprising his daughter with her first flight.

  • Friends cheering when they spotted their office building.

  • A couple who said they’d lived in Chicago their whole lives, but had never seen it this way.

These aren’t just customers to us. They’re part of our story now too.

Easy to Plan, Easier to Love

Planning a flight doesn’t need to be complicated.

  • Pick a time. Day for crisp views, evening for sunsets and city lights.

  • Tell us what you want. Romantic, adventurous, celebratory, we’ll make it fit.

  • Show up. We’ll handle the details.

That’s it. Simple, straightforward, and stress-free.

For Different Kinds of Flyers

We tend to see two main groups on our flights:

  • Couples in their 40s or 50s. They value quality, want something intimate, and enjoy the quiet elegance of seeing the city from above.

  • Young professionals. They want adventure, photos that stand out, and a story to share.

We build our flights to make both groups happy, because while the reasons are different, the joy is the same.

Why We Do This

Flying is what we love. Sharing it is what makes it meaningful.

We may be small, but that’s what makes us different. We get to focus on people, not just passengers. We get to care about the details. And we get to see the smiles, the laughter, the surprise, and joy that come with flying.

That’s why we do what we do.

Ready to Make a Memory?

If you’re ready to see Chicago from above, whether for a date, a birthday, or just because, we’d love to fly with you.

Reach out to us at info@flydeltafox.com, and let’s plan your flight. You don’t need a reason. You just need to want to see the city in a new way.

Because sometimes, the best memories aren’t made on the ground. They’re made in the sky.