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New York → Chicago

Dec 21, 2026 · one way

LGA → MDW1 adulteconomyOne way

5 flight options · 2 airlines

Nonstop flights

Mon, Dec 21 · One way

Southwest Airlines
6:30 amLGA
2h 25m
Nonstop
7:55 amMDW

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Southwest Airlines
3:00 pmLGA
2h 35m
Nonstop
4:35 pmMDW

One-way total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 · One way

Delta Air Lines
9:25 amLGA
4h 36m
DTW · 1h 17m
1:01 pmMDW

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Southwest Airlines
7:00 amLGA
6h 55m
BNA · 2h 55m
12:55 pmMDW

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Southwest Airlines
1:05 pmLGA
7h 55m
STL · 4h
8:00 pmMDW

One-way total · 1 adult · Taxes included

Make this trip yours

LGA ⇄ MDW

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 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 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 AirlinesWN2573$181.252026-10-29T01:26:39Z
2026-12-21 · one wayDelta Air LinesDL1078 + DL4688$225.002026-10-29T01:26:39Z
2026-12-21 · one waySouthwest AirlinesWN4234$181.252026-10-29T01:26:39Z
2026-12-21 · one waySouthwest AirlinesWN2555 + WN1005$168.752026-10-29T01:26:39Z
2026-12-21 · one waySouthwest AirlinesWN2363 + WN4175$168.752026-10-29T01:26:39Z

2026-12-21 · one way · $181.25

  • Southwest Airlines WN2573: LGA 2026-12-21 06:30:00 → MDW 2026-12-21 07:55:00; nonstop; 145 minutes. Local airport times.

2026-12-21 · one way · $225.00

  • Delta Air Lines DL1078 / DL4688: LGA 2026-12-21 09:25:00 → MDW 2026-12-21 13:01:00; 1 stop(s) via DTW; 276 minutes. Local airport times.
    • DL1078: LGA 2026-12-21 09:25:00 → DTW 2026-12-21 11:27:00; layover at DTW: 77 minutes.
    • DL4688: DTW 2026-12-21 12:44:00 → MDW 2026-12-21 13:01:00.

2026-12-21 · one way · $181.25

  • Southwest Airlines WN4234: LGA 2026-12-21 15:00:00 → MDW 2026-12-21 16:35:00; nonstop; 155 minutes. Local airport times.

2026-12-21 · one way · $168.75

  • Southwest Airlines WN2555 / WN1005: LGA 2026-12-21 07:00:00 → MDW 2026-12-21 12:55:00; 1 stop(s) via BNA; 415 minutes. Local airport times.
    • WN2555: LGA 2026-12-21 07:00:00 → BNA 2026-12-21 08:30:00; layover at BNA: 175 minutes.
    • WN1005: BNA 2026-12-21 11:25:00 → MDW 2026-12-21 12:55:00.

2026-12-21 · one way · $168.75

  • Southwest Airlines WN2363 / WN4175: LGA 2026-12-21 13:05:00 → MDW 2026-12-21 20:00:00; 1 stop(s) via STL; 475 minutes. Local airport times.
    • WN2363: LGA 2026-12-21 13:05:00 → STL 2026-12-21 14:55:00; layover at STL: 240 minutes.
    • WN4175: STL 2026-12-21 18:55:00 → MDW 2026-12-21 20:00:00.

More dates for this route