If you’re wondering whether it’s too late to plan your summer getaway, the answer is absolutely no. Recent flight data for summer 2026 reveals some of the most affordable European destinations you can reach nonstop from Chicago. These budgetfriendly cities include:
- Dublin, Ireland
- Madrid and Barcelona, Spain
- Milan, Italy
- Copenhagen, Denmark
Many low cost airlines like Aer Lingus, TAP Air Portugal, and Bueling are offering fares under $1,000 per person, sometimes substantially less. These deals make it easier than ever to explore Europe this summer.
Where Your Dollar Stretches Farther: Affordable Destinations Beyond Europe
If you’re looking to stretch your travel budget even more, consider Southeast Asia. Countries like Thailand, Vietnam, and Indonesia offer incredible value with low living costs and vibrant cultures. Japan and South Africa also provide great purchasing power if you want a mix of adventure and affordability.
In Europe, one of the top value destinations this summer is Portugal. It combines historic charm with lower prices on travel, dining, and accommodation compared to many Western European hotspots.
Popular Summer Destinations: Italy and Greece Leading the Way
Italy and Greece continue to be favorites for summer travelers seeking sun, history, and stunning landscapes. Demand is high, so if you’re thinking of booking a trip to these Mediterranean gems, give us a call soon — availability is starting to get tight.
Family and Multi-Generational Travel Made Easy
If you’re planning a multigenerational getaway with grandparents, aunts, uncles, and cousins, Windy City Travel has you covered. Popular destinations for group travel this summer include:
- Ireland
- Poland — increasingly popular and rich in culture
- Caribbean family cruises — perfect for all ages
We specialize in crafting custom itineraries based on your budget and preferences, with low deposits to make booking stress free.
When you’re ready to talk with travel experts who care about crafting exactly the right experience for you, contact us for more information.