Cheap Flights from Dallas to Chicago
Compare cheap flights from Dallas (DFW) to Chicago (ORD) on Tripile, with fares from around $99. The route takes about 2h 30m, and October is often the best month for low prices.
Airlines on This Route
Popular airlines flying Dallas to Chicago include American Airlines, United, Spirit, Southwest. Compare their schedules, baggage rules, and prices side by side, then book the option that fits your trip.
With 4 carriers commonly serving DFW to ORD, departure times are spread across the day, so it is worth checking early-morning and late-evening flights when you want the lowest fare on a 2h 30m sector.
When to Book DFW to ORD
Fares on this route start from around $99, and October typically brings the lowest prices. Search with flexible dates to compare a whole month at once, check the return leg from Chicago to Dallas in the same search, and review the fare rules before paying so you know what a change or cancellation would cost.