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Chicago → New York

Dec 21, 2026 · one way

MDW → LGA1 adulteconomyOne way

4 flight options · 1 airline

Nonstop flights

Mon, Dec 21 · One way

Southwest Airlines
2:15 pmMDW
2h
Nonstop
5:15 pmLGA

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Southwest Airlines
9:35 amMDW
2h 5m
Nonstop
12:40 pmLGA

One-way total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 · One way

Southwest Airlines
9:55 amMDW
6h 30m
BNA · 2h 40m
5:25 pmLGA

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Southwest Airlines
11:30 amMDW
5h 25m
STL · 1h 55m
5:55 pmLGA

One-way total · 1 adult · Taxes included

Make this trip yours

MDW ⇄ LGA

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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More dates

All dates for this routeNov 24, 2026 → Nov 29, 2026Dec 22, 2026 → Dec 27, 2026Dec 30, 2026 → Jan 2, 2027Jan 15, 2027 → Jan 18, 2027Oct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Jan 22, 2027 → Jan 25, 2027Oct 30, 2026 · One way
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-21 · one waySouthwest AirlinesWN4945$187.502026-10-29T01:29:09Z
2026-12-21 · one waySouthwest AirlinesWN2948$187.502026-10-29T01:29:09Z
2026-12-21 · one waySouthwest AirlinesWN725 + WN608$181.252026-10-29T01:29:09Z
2026-12-21 · one waySouthwest AirlinesWN2737 + WN709$181.252026-10-29T01:29:09Z

2026-12-21 · one way · $187.50

  • Southwest Airlines WN4945: MDW 2026-12-21 14:15:00 → LGA 2026-12-21 17:15:00; nonstop; 120 minutes. Local airport times.

2026-12-21 · one way · $187.50

  • Southwest Airlines WN2948: MDW 2026-12-21 09:35:00 → LGA 2026-12-21 12:40:00; nonstop; 125 minutes. Local airport times.

2026-12-21 · one way · $181.25

  • Southwest Airlines WN725 / WN608: MDW 2026-12-21 09:55:00 → LGA 2026-12-21 17:25:00; 1 stop(s) via BNA; 390 minutes. Local airport times.
    • WN725: MDW 2026-12-21 09:55:00 → BNA 2026-12-21 11:30:00; layover at BNA: 160 minutes.
    • WN608: BNA 2026-12-21 14:10:00 → LGA 2026-12-21 17:25:00.

2026-12-21 · one way · $181.25

  • Southwest Airlines WN2737 / WN709: MDW 2026-12-21 11:30:00 → LGA 2026-12-21 17:55:00; 1 stop(s) via STL; 325 minutes. Local airport times.
    • WN2737: MDW 2026-12-21 11:30:00 → STL 2026-12-21 12:40:00; layover at STL: 115 minutes.
    • WN709: STL 2026-12-21 14:35:00 → LGA 2026-12-21 17:55:00.

More dates for this route