Tallinn to Chicago, USA from €385

Bag Type	Dimensions / Weight	Included
👜 Personal Item	Small bag / laptop	✅ Yes
🎒 Cabin Bag	Varies by carrier	✅ Yes
🧳 Checked Bag	Not included — buy separately	❌ No

🌍 About Chicago

Chicago invented the skyscraper — the first steel-framed one went up here in 1885 — and the honest best way to grasp the city is the architecture river cruise run by the Chicago Architecture Center, which threads the river past the towers with someone explaining what you're looking at. Skip the deep-dish tourist ritual; what locals actually eat is Italian beef — thin-sliced roast beef on a roll, ordered "dipped" (the whole thing plunged in the cooking jus) and topped with spicy giardiniera. Try Al's or Johnnie's. Come in September–October: warm, clear, festival-free crowds thinning, and lake breezes that haven't turned vicious yet. Avoid January–February, when wind off Lake Michigan makes the cold genuinely punishing. Summer is lively but humid and pricier — though cheap shoulder-season fares line up neatly with the nicest weather.