One-way or round-trip: which flight should you book?
Round trips aren't always cheaper. Here's how to decide, and when two one-way tickets make more sense.
September 20, 2026, 4 min read
Chicago has two airports: O'Hare, a major hub with flights across the U.S. and the world, and Midway, closer to downtown and popular for domestic flights.
United, American Airlines, Southwest (mainly at Midway), Delta, Spirit. Routes and schedules change, so search your dates to see who flies when.
Late spring through early fall is the best time to visit. Winters are cold and snowy, which can cause delays.
The CTA Blue Line runs from O'Hare and the Orange Line from Midway into downtown.
Round trips aren't always cheaper. Here's how to decide, and when two one-way tickets make more sense.
September 20, 2026, 4 min read
What usually counts as a personal item, a carry-on and a checked bag, and how to avoid surprise fees at the airport.
September 18, 2026, 5 min read
Passports, visas, arrival times and what to pack in your carry-on: the essentials, in order.
September 15, 2026, 6 min read