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ATIS Alerts Smart Flight Search

Find the flight least likely to be delayed

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We rank real flight numbers by how often they flew and arrived on time over the last 12 months, adjusted for your travel month and departure time, then check nearby airports and calmer connections. US airlines and airports.

LGA → MDW

New York to Chicago: 2,368 nonstop flights a year

On time (12 months)

72%

Cancelled

4.5%

avg delay 21 min

Best time to leave

Before 9 AM

87% on time vs 57% after 9 PM

Most reliable airline

Southwest

69% chance on time

Check LGA to MDW fares

Lowest nonstop fare seen in the next two months: $143 (Southwest 2576 on 2026-11-18). Fares open on our travel partner (Aviasales). Pick the flight number you chose here.

Most reliable nonstop flights

Ranked by the chance the flight operates and arrives within 15 minutes of schedule, from Jun 2025 to May 2026 records.

  1. #1 · Southwest 2931

    6:00 AM → 7:25 AM2h 25m nonstop

    Local times, typical schedule. Last flown 2026-05-31.

    88%

    chance on time

    On time (history)
    94%
    Cancelled
    0.0%
    Avg arrival delay
    7 min
    • Arrived on time 94% of the time (47 flights, Jun 2025 to May 2026).
    • Never cancelled in 47 scheduled flights.
    • Leaves in this route's most on-time window (Before 9 AM: 87% on time; After 9 PM: 57%).
    • Departs outside LGA's trouble window (noon to 6 PM, when 54% of its 285 ground stops and delay programs started).

    Limited track record · 47 flights

    Find Southwest 2931 fares Opens this date on Aviasales
  2. #2 · Southwest 1414

    6:50 AM → 8:20 AM2h 30m nonstop

    Local times, typical schedule. Last flown 2026-04-04.

    85%

    chance on time

    On time (history)
    92%
    Cancelled
    0.0%
    Avg arrival delay
    7 min
    • Arrived on time 92% of the time (13 flights, Jun 2025 to May 2026).
    • Leaves in this route's most on-time window (Before 9 AM: 87% on time; After 9 PM: 57%).
    • Departs outside LGA's trouble window (noon to 6 PM, when 54% of its 285 ground stops and delay programs started).
    • Lands inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.

    Limited track record · 13 flights

    Find Southwest 1414 fares Opens this date on Aviasales
  3. #3 · Southwest 2253

    10:55 AM → 12:20 PM2h 25m nonstop

    Local times, typical schedule. Last flown 2026-05-31.

    74%

    chance on time

    On time (history)
    78%
    Cancelled
    1.8%
    Avg arrival delay
    10 min
    • Arrived on time 78% of the time (54 flights, Jun 2025 to May 2026).
    • Departs outside LGA's trouble window (noon to 6 PM, when 54% of its 285 ground stops and delay programs started).
    • Lands inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
    • Short track record (54 flights), so its score leans on the airline's record at this hour.

    Limited track record · 54 flights

    Find Southwest 2253 fares Opens this date on Aviasales
  4. #4 · Southwest 404

    1:30 PM → 2:50 PM2h 25m nonstop

    Local times, typical schedule. Last flown 2026-05-31.

    74%

    chance on time

    On time (history)
    76%
    Cancelled
    0.0%
    Avg arrival delay
    9 min
    • Arrived on time 76% of the time (55 flights, Jun 2025 to May 2026).
    • Never cancelled in 55 scheduled flights.
    • Departs inside LGA's trouble window: 54% of its 285 ground stops and delay programs started between noon and 6 PM.
    • Short track record (55 flights), so its score leans on the airline's record at this hour.

    Limited track record · 55 flights

    Find Southwest 404 fares Opens this date on Aviasales
  5. #5 · Southwest 2935

    3:40 PM → 5:15 PM2h 38m nonstop

    Local times, typical schedule. Last flown 2026-05-30.

    73%

    chance on time

    On time (history)
    84%
    Cancelled
    6.4%
    Avg arrival delay
    10 min
    • Arrived on time 84% of the time (44 flights, Jun 2025 to May 2026).
    • Cancelled 6.4% of the time (3 of 47).
    • Departs inside LGA's trouble window: 54% of its 285 ground stops and delay programs started between noon and 6 PM.
    • 56% of its delay minutes came from the plane arriving late from an earlier flight.

    Limited track record · 44 flights

    Find Southwest 2935 fares Opens this date on Aviasales
  6. #6 · Southwest 3751

    9:00 AM → 10:35 AM2h 35m nonstop

    Local times, typical schedule. Last flown 2026-04-06. Same departure also flew as Southwest 1442; its record covers all of them.

    72%

    chance on time

    On time (history)
    68%
    Cancelled
    17.4%
    Avg arrival delay
    14 min
    • Arrived on time 68% of the time (19 flights, Jun 2025 to May 2026).
    • Departs outside LGA's trouble window (noon to 6 PM, when 54% of its 285 ground stops and delay programs started).
    • Lands inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
    • Short track record (19 flights), so its score leans on the airline's record at this hour.

    Limited track record · 19 flights

    Find Southwest 3751 fares Opens this date on Aviasales
  7. #7 · Southwest 4601

    11:10 AM → 12:45 PM2h 35m nonstop

    Local times, typical schedule. Last flown 2026-04-06. Same departure also flew as Southwest 295; its record covers all of them.

    72%

    chance on time

    On time (history)
    75%
    Cancelled
    14.3%
    Avg arrival delay
    11 min
    • Arrived on time 75% of the time (24 flights, Jun 2025 to May 2026).
    • Departs outside LGA's trouble window (noon to 6 PM, when 54% of its 285 ground stops and delay programs started).
    • Lands inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
    • 51% of its delay minutes came from the plane arriving late from an earlier flight.

    Limited track record · 24 flights

    Find Southwest 4601 fares Opens this date on Aviasales
  8. #8 · Southwest 1950

    7:25 AM → 8:50 AM2h 25m nonstop

    Local times, typical schedule. Last flown 2026-05-31.

    68%

    chance on time

    On time (history)
    69%
    Cancelled
    1.8%
    Avg arrival delay
    15 min
    • Arrived on time 69% of the time (54 flights, Jun 2025 to May 2026).
    • Leaves in this route's most on-time window (Before 9 AM: 87% on time; After 9 PM: 57%).
    • Departs outside LGA's trouble window (noon to 6 PM, when 54% of its 285 ground stops and delay programs started).
    • Lands inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.

    Limited track record · 54 flights

    Find Southwest 1950 fares Opens this date on Aviasales
  9. #9 · Southwest 3964

    7:15 AM → 8:50 AM2h 35m nonstop

    Local times, typical schedule. Last flown 2026-04-06.

    67%

    chance on time

    On time (history)
    67%
    Cancelled
    10.0%
    Avg arrival delay
    18 min
    • Arrived on time 67% of the time (18 flights, Jun 2025 to May 2026).
    • Leaves in this route's most on-time window (Before 9 AM: 87% on time; After 9 PM: 57%).
    • Departs outside LGA's trouble window (noon to 6 PM, when 54% of its 285 ground stops and delay programs started).
    • Lands inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.

    Limited track record · 18 flights

    Find Southwest 3964 fares Opens this date on Aviasales
  10. #10 · Southwest 2385

    2:00 PM → 3:40 PM2h 40m nonstop

    Local times, typical schedule. Last flown 2026-04-06.

    65%

    chance on time

    On time (history)
    59%
    Cancelled
    12.1%
    Avg arrival delay
    24 min
    • Arrived on time 59% of the time (29 flights, Jun 2025 to May 2026).
    • Cancelled 12.1% of the time (4 of 33).
    • Departs inside LGA's trouble window: 54% of its 285 ground stops and delay programs started between noon and 6 PM.
    • 55% of its delay minutes came from the plane arriving late from an earlier flight.

    Limited track record · 29 flights

    Find Southwest 2385 fares Opens this date on Aviasales

Airlines on this route

Season-adjusted chance of operating and arriving on time.

  • Southwest Airlines69%

    2,368 flights · 72% on time as flown · 4.5% cancel

On time by departure time

All airlines, scheduled local departure, Jun 2025 to May 2026.

  • Before 9 AM87%

    418 flights · avg delay 10 min

  • 9 AM to noon80%

    607 flights · avg delay 12 min

  • Noon to 3 PM75%

    375 flights · avg delay 20 min

  • 3 to 6 PM62%

    492 flights · avg delay 31 min

  • 6 to 9 PM58%

    187 flights · avg delay 37 min

  • After 9 PM57%

    289 flights · avg delay 29 min

Best day: Wednesday (80%). Worst: Sunday (74%).

Smarter routing

Nearby airports that run more on time

  • HPN → ORD 76% chance on time

    Westchester County Airport to Chicago O'Hare International Airport · 1,477 flights a year · 37 mi from your airports · yours: 69%

Historical odds, not a guarantee. Built from the US DOT Bureau of Transportation Statistics on-time reports (Jun 2025 to May 2026), FAA ground stop and delay program advisories, and 20 years of airport weather observations. Covers US airlines that report to the DOT; schedules are flights operated recently, so confirm times when you book. ATIS Alerts is not affiliated with any airline. Fares are what Aviasales travelers saw in recent searches (USD, one way, 1 adult), not live quotes; the partner site shows the current price. Fare links go to our travel partner and may earn us a commission at no cost to you. Affiliate disclosure