As the crisp air and vibrant leaves signal the arrival of autumn, it’s the perfect time to start thinking about your next travel adventure. At Windy City Travel, we’re here to inspire your wanderlust and help you plan trips that create unforgettable memories.
Embrace the Season & Start Planning Ahead
Fall’s beauty is stunning—the brilliant foliage, the fresh air, and those sunny days that invite exploration. But it’s also a gentle reminder that winter—and the busy holiday season—are just around the corner.
Gift the Joy of Travel This Holiday Season
Believe it or not, Christmas is only 66 days away! It’s never too early to think about gifting experiences that last a lifetime. Why not surprise your loved ones with the ultimate gift: travel? Whether it’s a planned trip, a surprise getaway, or gift certificates, we make it easy to give travel memories instead of things.
Many of our clients choose to delight family and friends with travel surprises—wrapped with thoughtfulness and excitement. Imagine the joy of planning a trip together, or presenting your loved ones with the promise of adventure to look forward to.
Explore Our Exciting Grand Alaska Tours in Summer 2026
If Alaska has ever been on your bucket list, now is the time to dive in. Windy City Travel is thrilled to host four Grand Alaska Tours next summer, with 44 travelers on each. Two of these trips have already sold out!
Our president, Lynn Farrell, is personally hosting the August 9th to August 22nd departure, and we’d love for you to join her on this spectacular journey. This all-encompassing tour includes:
- Round-trip flights into Anchorage
- A breathtaking glacier cruise
- A ride on the dome car train to Denali National Park
- The Tundra Wilderness Tour
- Visits to Fairbanks, Dawson City, and Whitehorse
- An Inside Passage cruise including Glacier Bay and Ketchikan
- Trip conclusion in beautiful Vancouver
Words like “spectacular” hardly capture the magnificence of this expedition. The starting price is about $6,100 per person, with options for inside staterooms at a lower rate. A $600 deposit reserves your spot, with the final payment due next May—a perfect Christmas gift that keeps on giving. Let’s Plan Your Next Adventure TogetherFor more details or to chat about Alaska or any other destinations, please contact us.