
ORD · MDW · 283 destinations · Illinois
This page lists every destination we track from Chicago, 283 in all, with the lowest fare recorded recently on each. Because United, American, and Southwest use Chicago as a hub, nonstop options are plentiful.
With 2 airports in Chicago — ORD and MDW — the cheapest fare on a given day can come from any of them, and the gap is sometimes wider than the extra drive. An agent quotes all of them together so you can weigh the fare against the convenience.
Fares below are recorded lows, not live quotes. Call (708) 866-8751 and a licensed agent will price today's availability across every airline, compare nonstop and connecting options, and book the trip for you. Agents are available 24/7, every day.
Agents price every airline out of all 2 airports for your dates.
Call to book(708) 866-8751Fares shown are recorded lows. An agent confirms today's live price on the call.






The lowest fare recorded on each route out of Chicago, cheapest first.
Recorded fares from cached search data, not live quotes. An agent confirms availability and today's price on the call.
Lowest fare recorded for departures this month. Recorded lows, not live quotes.
Licensed agents at our partner agency handle these by phone, 24/7. No charge for a quote.
O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW). An agent can price every Chicago airport so you can weigh the fare against the drive.
We track 283 destinations from Chicago, including 51 international and 4 in Canada. Each links to a route page with the lowest recorded fare and monthly price history.
United, American, and Southwest run hubs here, alongside the other major carriers, so nonstop options are plentiful. We book all of them.
Fares out of Chicago run highest around Thanksgiving, Christmas, and spring break, and lowest in late January, May, September, and early November. Midweek departures usually beat Friday and Sunday. Call (708) 866-8751 for a live quote on your dates.
Yes. Call (708) 866-8751, 24/7, every day. A licensed agent searches every airline out of all 2 Chicago airports, quotes today's fare, and books it. WarBird Flight is an independent booking service, not an airline.
Fares shown are the lowest recorded in our nightly fare snapshot — recorded lows, not live quotes; a licensed agent confirms today's price on the call. Compiled by the WarBird Flight editors; WarBird Flight is independent and not affiliated with any airline. Sources: DOT Office of Aviation Consumer Protection, Bureau of Transportation Statistics.