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Reliable Flight Search results

Chicago (ORD) → Pensacola (PNS)

Best trips

4 nonstop, 35 with 1 connection · ranked by overall best · published legroom for 39 of 39

  1. Our best overall pick

    82% chance you arrive on time · nonstop · 30 in legroom · planes about 10 years old · 2h 38m

    Top pick#1 · Nonstop · 2h 38m

    2:15 PM → 4:53 PM

    61

    score

    price

    live on Aviasales

    82%

    arrive on time

    2:15 PM ORD → 4:53 PM PNS2h 38m

    SkyWest 5407 · sold as United Express, Delta Connection, American Eagle or Alaska

    Embraer E175 · 9–12 yrs oldLegroom 30–32 in · 18–19.3 in wide · Main Cabin
    84% on time · 2.1% cancel
    Find 2:15 PM flight fares Opens this date on Aviasales
  2. #2 · Nonstop · 2h 27m

    10:15 AM → 12:42 PM

    60

    score

    price

    live on Aviasales

    80%

    arrive on time

    10:15 AM ORD → 12:42 PM PNS2h 27m

    Envoy 4150 · sold as American Eagle

    Embraer E175 · 4–11 yrs oldLegroom 30 in · 18.2–19.3 in wide · Main Cabin
    82% on time · 2.5% cancel
    Find 10:15 AM flight fares Opens this date on Aviasales
  3. #3 · Nonstop · 2h 28m

    10:50 AM → 1:18 PM

    57

    score

    price

    live on Aviasales

    82%

    arrive on time

    10:50 AM ORD → 1:18 PM PNS2h 28m

    United 2672

    Boeing 737-800 · 3–27 yrs oldLegroom 30 in · 16.1–17.8 in wide · United Economy
    83% on time · 0.6% cancel
    Find United 2672 fares Opens this date on Aviasales
  4. #4 · Nonstop · 2h 30m

    12:01 PM → 2:31 PM

    54

    score

    price

    live on Aviasales

    75%

    arrive on time

    12:01 PM ORD → 2:31 PM PNS2h 30m

    Envoy 4023 · sold as American Eagle

    Embraer E175 · 4–11 yrs oldLegroom 30 in · 18.2–19.3 in wide · Main Cabin
    77% on time · 2.4% cancel
    Find 12:01 PM flight fares Opens this date on Aviasales
  5. #5 · 1 connection · 5h 40m · one ticket (Delta)

    5:30 AM → 11:11 AM

    47

    score

    price

    live on Aviasales

    94%

    connections made

    83%

    arrive on time

    5:30 AM ORD → 8:32 AM ATL2h 02m

    Delta 1264

    Airbus A321 or Boeing 737-800 · 5–26 yrs oldLegroom 30–32 in · 17.3–18 in wide · Delta Main
    90% on time · 1.8% cancel
    Connect in ATL · 2h 28m · 97% chance to make it · same ticket: the airline rebooks you if you miss it

    11:00 AM ATL → 11:11 AM PNS1h 10m

    Delta 1640

    Boeing 737-900ER or 717 · 12–27 yrs oldLegroom 30–32 in · 17.3–18.1 in wide · Delta Main
    88% on time · 1.2% cancel
    Find this Delta trip Look for Delta 1264 + Delta 1640 on Aviasales
  6. #6 · 1 connection · 4h 32m · one ticket (Delta)

    5:30 AM → 10:06 AM

    43

    score

    price

    live on Aviasales

    90%

    connections made

    80%

    arrive on time

    5:30 AM ORD → 8:32 AM ATL2h 02m

    Delta 1264

    Airbus A321 or Boeing 737-800 · 5–26 yrs oldLegroom 30–32 in · 17.3–18 in wide · Delta Main
    90% on time · 1.8% cancel
    Connect in ATL · 1h 18m · 93% chance to make it · same ticket: the airline rebooks you if you miss it

    9:50 AM ATL → 10:06 AM PNS1h 12m

    Delta 3198

    Boeing 737-900ER or 717 · 9–27 yrs oldLegroom 30–32 in · 17.3–18.1 in wide · Delta Main
    89% on time · 2.2% cancel
    Find this Delta trip Look for Delta 1264 + Delta 3198 on Aviasales
  7. #7 · 1 connection · 6h 57m · one ticket (American)

    11:15 AM → 6:12 PM

    36

    score

    price

    live on Aviasales

    94%

    connections made

    82%

    arrive on time

    11:15 AM ORD → 2:22 PM CLT2h 07m

    American 2080

    Airbus A321 · 9–24 yrs oldLegroom 30–31 in · 16.3–18.7 in wide · Main Cabin
    82% on time · 2.2% cancel
    Connect in CLT · 3h 00m · 97% chance to make it · same ticket: the airline rebooks you if you miss it

    5:22 PM CLT → 6:12 PM PNS1h 50m

    American 2556

    Airbus A319 · 22–27 yrs oldLegroom 30 in · 17.2–18.7 in wide · Main Cabin
    88% on time · 1.4% cancel
    Find this American trip Look for American 2080 + American 2556 on Aviasales
  8. #8 · 1 connection · 6h 17m · one ticket (American)

    11:55 AM → 6:12 PM

    36

    score

    price

    live on Aviasales

    91%

    connections made

    80%

    arrive on time

    11:55 AM ORD → 3:03 PM CLT2h 08m

    American 2681

    Boeing 737-800 · 13–27 yrs oldLegroom 30 in · 16.6–17.8 in wide · Main Cabin
    77% on time · 2.2% cancel
    Connect in CLT · 2h 19m · 95% chance to make it · same ticket: the airline rebooks you if you miss it

    5:22 PM CLT → 6:12 PM PNS1h 50m

    American 2556

    Airbus A319 · 22–27 yrs oldLegroom 30 in · 17.2–18.7 in wide · Main Cabin
    88% on time · 1.4% cancel
    Find this American trip Look for American 2681 + American 2556 on Aviasales
  9. #9 · 1 connection · 6h 53m · one ticket (American)

    8:48 AM → 3:41 PM

    35

    score

    price

    live on Aviasales

    93%

    connections made

    81%

    arrive on time

    8:48 AM ORD → 11:57 AM CLT2h 09m

    American 2502

    Airbus A321neo · 4–7 yrs oldLegroom 30–31 in · 16.3–18.7 in wide · Main Cabin
    81% on time · 2.2% cancel
    Connect in CLT · 2h 52m · 97% chance to make it · same ticket: the airline rebooks you if you miss it

    2:49 PM CLT → 3:41 PM PNS1h 52m

    American 3291

    Airbus A319 · 21–27 yrs oldLegroom 30–32 in · 16.5–18.7 in wide · Main Cabin
    87% on time · 1.4% cancel
    Find this American trip Look for American 2502 + American 3291 on Aviasales
  10. #10 · 1 connection · 5h 49m · one ticket (Delta)

    8:10 AM → 2:00 PM

    34

    score

    price

    live on Aviasales

    94%

    connections made

    77%

    arrive on time

    8:10 AM ORD → 11:07 AM ATL1h 57m

    Delta 1516

    Boeing 737-900ER · 7–12 yrs oldLegroom 30–32 in · 17.3 in wide · Delta Main
    85% on time · 2.0% cancel
    Connect in ATL · 2h 43m · 97% chance to make it · same ticket: the airline rebooks you if you miss it

    1:50 PM ATL → 2:00 PM PNS1h 09m

    Delta 1013

    Boeing 717 or 737-900ER · 9–26 yrs oldLegroom 30–32 in · 17.3–18.1 in wide · Delta Main
    81% on time · 1.0% cancel
    Find this Delta trip Look for Delta 1516 + Delta 1013 on Aviasales

Aircraft and ages come from the planes each flight number actually flew in the last 3 months of data (FAA registry build years); airlines can swap planes. Legroom is the seat pitch the airline or a seat-map source publishes for that aircraft and cabin; we never estimate it, and seat maps change, so check the airline’s seat map when you book.

ORD → PNS

Chicago to Pensacola: 683 nonstop flights a year

On time (12 months)

80%

Cancelled

1.8%

avg delay 16 min

Best time to leave

Noon to 3 PM

86% on time vs 53% 6 to 9 PM

Most reliable airline

United

80% chance on time

Check ORD to PNS fares

Fares open on our travel partner (Aviasales). Pick the flight number you chose here.

Airlines on this route

Season-adjusted chance of operating and arriving on time.

  • United Airlines80%

    363 flights · 81% on time as flown · 0.9% cancel

  • Envoy Air (sold as American Eagle)77%

    222 flights · 77% on time as flown · 2.6% cancel

On time by departure time

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

  • 9 AM to noon81%

    582 flights · avg delay 14 min

  • Noon to 3 PM86%

    51 flights · avg delay 9 min

  • 6 to 9 PM53%

    31 flights · avg delay 40 min

Best day: Wednesday (86%). Worst: Sunday (78%).

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