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Cheap Flights to Chicago, United States
Compare estimated fares to Chicago Midway International Airport from 6 cities, see when Chicago is cheapest to visit, and jump straight to live prices for your dates.
Cheapest ways to fly to Chicago
| Departing from | Flight time | Cheapest month | Fares from |
|---|---|---|---|
| Atlanta to ChicagoHartsfield-Jackson Atlanta International Airport (ATL) · United States | ~1h 40m | February | $125 |
| New York to ChicagoJohn F. Kennedy International Airport (JFK) · United States | ~2h | January | $140 |
| Dallas to ChicagoDallas/Fort Worth International Airport (DFW) · United States | ~2h 5m | January | $155 |
| Tampa to ChicagoTampa International Airport (TPA) · United States | ~2h 30m | October | $170 |
| Miami to ChicagoMiami International Airport (MIA) · United States | ~2h 55m | January | $190 |
| Los Angeles to ChicagoLos Angeles International Airport (LAX) · United States | ~4h | February | $235 |
Flights from Chicago
| Destination | Flight time | Cheapest month | Fares from |
|---|---|---|---|
| Chicago to AtlantaHartsfield-Jackson Atlanta International Airport (ATL) · United States | ~1h 40m | October | $130 |
| Chicago to New YorkJohn F. Kennedy International Airport (JFK) · United States | ~2h | February | $145 |
| Chicago to TampaTampa International Airport (TPA) · United States | ~2h 30m | September | $160 |
| Chicago to DallasDallas/Fort Worth International Airport (DFW) · United States | ~2h 5m | April | $160 |
| Chicago to MiamiMiami International Airport (MIA) · United States | ~2h 55m | February | $180 |
| Chicago to Los AngelesLos Angeles International Airport (LAX) · United States | ~4h | September | $230 |
When to visit Chicago
Peak season
June–August
Warm, lakefront festivals
Shoulder season
May & September–October
Mild and comfortable
Off-peak season
November–April
Cold, windy and snowy
Flights to Chicago: common questions
Where is the cheapest place to fly to Chicago from?
Of the cities we track, Atlanta usually has the cheapest flights to Chicago, with round-trip fares from about $125, typically lowest in February.
How long is the flight to Chicago?
The shortest trip we track is from Atlanta, about 591 miles and roughly 1h 40m nonstop. Connecting flights usually add 2 to 5 hours.
When is the best time to visit Chicago?
Peak season in Chicago runs June–August (warm, lakefront festivals). For lower fares and fewer crowds, consider November–April, or the shoulder season of May & September–October.
Which airport do you fly into for Chicago?
Most travelers fly into Chicago Midway International Airport (MDW) in United States. Ducoffs.com compares airlines serving MDW in a single search.
Are these live prices?
Prices shown are estimated round-trip starting fares based on distance and seasonal demand, not live quotes. Search your dates for real-time prices.