Cheap flights Chicago (MDW) to New York (LGA)
Chicago to New York is a 839-mile trip. We compared 6 nearby airports on both ends, pricing the flight plus the drive, parking, and rideshare that flight search engines leave out.
Try it now — prefilled search for MDW → LGA
Search MDW → LGANearest vs. cheapest door-to-door
| Choice | Airports | Est. flight | Est. ground | Est. total |
|---|---|---|---|---|
| Nearest airports | MDW → LGA | $226 | $98 | $324 |
| Cheapest combo | MDW → LGA | $226 | $98 | $324 |
Departure airports near Chicago
| Airport | Drive | Parking/day | Est. flight to LGA | Est. total (4-night trip) |
|---|---|---|---|---|
| MDW — Chicago | 10.2 mi / 15m | $68 | $226 | $294 |
| ORD — Chicago | 18.4 mi / 24m | $86 | $242 | $328 |
| SBN — South Bend | 80.8 mi / 1h 17m | $92 | $242 | $335 |
Arrival airports near New York
| Airport | From downtown | Est. rideshare | Est. flight from MDW | Est. total (4-night trip) |
|---|---|---|---|---|
| LGA — New York | 10 mi / 14m | $31 | $226 | $257 |
| EWR — Newark | 10.3 mi / 15m | $31 | $240 | $271 |
| JFK — New York | 15.2 mi / 21m | $42 | $228 | $270 |
The drive itself
Driving direct is about 839 miles, 13h 59m, and an estimated $147 in gas and wear, one-way. All fares and ground costs on this page are modeled estimates from route economics and drive-time math, not live quotes — run the search above for current pricing.
Nearby airport guides
Related routes
White Plains → Oakland (HPN→OAK)New York → Los Angeles (JFK→LAX)Newark → San Francisco (EWR→SFO)New York LaGuardia → Chicago (LGA→ORD)Long Island → Orlando (ISP→MCO)Newark → Miami (EWR→MIA)
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