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Route overview: Chicago to Middletown (MDT) flight deals

Chicago (ORD) to Middletown (MDT), Dec 19, 2026: round trips from $389, one way from $190

Chicago (ORD) to Middletown (MDT), Dec 19, 2026: round trips from $389, one way from $190 on Axel, checked Oct 29, 2026. Lowest published fares: $389 round trip, Axel-exclusive, American Airlines, 1 stop, Dec 19, 2026 – Jan 2, 2027; $190 one way, Axel-exclusive, Delta Air Lines, 1 stop, Dec 19, 2026; 1 adult, economy, checked Oct 29, 2026.

ORD → MDT1 adulteconomyOne way and round trips

30 flight options · 3 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

December 2026

Flights for your trip

  1. Sat, Dec 19 · One way

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Sat, Dec 19 · One way

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Sat, Dec 19 – Sun, Dec 20

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT
    Delta Air Lines
    12:24 pmMDT
    7h 6m
    DTW · 3h 59m
    6:30 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Sat, Dec 19 – Sun, Dec 20

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    3:37 pmMDT
    2h 32m
    Nonstop
    5:09 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Sat, Dec 19 – Mon, Dec 21

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT
    Delta Air Lines
    12:24 pmMDT
    7h 6m
    DTW · 3h 59m
    6:30 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Sat, Dec 19 – Mon, Dec 21

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    5:00 amMDT
    2h 28m
    Nonstop
    6:28 amORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Sat, Dec 19 – Tue, Dec 22

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT
    Delta Air Lines
    12:24 pmMDT
    7h 6m
    DTW · 3h 59m
    6:30 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Sat, Dec 19 – Tue, Dec 22

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    3:37 pmMDT
    2h 32m
    Nonstop
    5:09 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Sat, Dec 19 – Wed, Dec 23

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT
    Delta Air Lines
    12:24 pmMDT
    7h 6m
    DTW · 3h 59m
    6:30 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Sat, Dec 19 – Wed, Dec 23

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    6:34 amMDT
    2h 26m
    Nonstop
    8:00 amORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Sat, Dec 19 – Fri, Dec 25

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT
    Delta Air Lines
    12:24 pmMDT
    7h 6m
    DTW · 3h 59m
    6:30 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Sat, Dec 19 – Fri, Dec 25

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    3:37 pmMDT
    2h 32m
    Nonstop
    5:09 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  13. Sat, Dec 19 – Sat, Dec 26

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    5:46 pmMDT
    7h 13m
    CLT · 3h 19m
    11:59 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  14. Sat, Dec 19 – Sat, Dec 26

    United Airlines
    7:45 pmORD
    2h 2m
    Nonstop
    10:47 pmMDT
    United Airlines
    5:35 pmMDT
    2h 25m
    Nonstop
    7:00 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  15. Sat, Dec 19 – Sun, Dec 27

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT
    Delta Air Lines
    12:24 pmMDT
    7h 6m
    DTW · 3h 59m
    6:30 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  16. Sat, Dec 19 – Sun, Dec 27

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    3:37 pmMDT
    2h 32m
    Nonstop
    5:09 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  17. Sat, Dec 19 – Tue, Dec 29

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT
    Delta Air Lines
    12:24 pmMDT
    7h 6m
    DTW · 3h 59m
    6:30 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  18. Sat, Dec 19 – Tue, Dec 29

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    3:37 pmMDT
    2h 32m
    Nonstop
    5:09 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  19. Sat, Dec 19 – Wed, Dec 30

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT
    Delta Air Lines
    12:24 pmMDT
    7h 6m
    DTW · 3h 59m
    6:30 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Sat, Dec 19 – Wed, Dec 30

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    6:34 amMDT
    2h 26m
    Nonstop
    8:00 amORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  21. Sat, Dec 19 – Thu, Dec 31

    Delta Air Lines
    5:02 pmORD
    5h 8m
    DTW · 2h 16m
    11:10 pmMDT
    Delta Air Lines
    12:24 pmMDT
    7h 6m
    DTW · 3h 59m
    6:30 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  22. Sat, Dec 19 – Thu, Dec 31

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    3:37 pmMDT
    2h 32m
    Nonstop
    5:09 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  23. Sat, Dec 19 – Sat, Jan 2

    American Airlines
    7:20 pmORD
    2h 8m
    Nonstop
    10:28 pmMDT
    American Airlines
    5:46 pmMDT
    7h 13m
    CLT · 3h 19m
    11:59 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  24. Sat, Dec 19 – Sat, Jan 2

    United Airlines
    7:45 pmORD
    2h 2m
    Nonstop
    10:47 pmMDT
    United Airlines
    5:35 pmMDT
    2h 25m
    Nonstop
    7:00 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

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1 of 24

Make this trip yours

ORD ⇄ MDT

Economy

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Explore this route

All dates for this routeDec 18, 2026 · Return optionsDec 20, 2026 · Return optionsHotels in Hershey with Axel
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Chicago (ORD) to Middletown (MDT), Dec 19, 2026: round trips from $389, one way from $190 on Axel, checked Oct 29, 2026. Lowest published fares: $389 round trip, Axel-exclusive, American Airlines, 1 stop, Dec 19, 2026 – Jan 2, 2027; $190 one way, Axel-exclusive, Delta Air Lines, 1 stop, Dec 19, 2026; 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Exact travel datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2026-12-19 · one wayAmerican AirlinesAA215619:20:00→22:28:00 2h 08m nonstopAxel-exclusive $195.002026-10-29T01:53:11Z
2026-12-19 · one wayDelta Air LinesDL2358 + DL547717:02:00→23:10:00 5h 08m 1 stop via DTWAxel-exclusive $190.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-20American AirlinesAA2156 / AA453319:20:00→22:28:00 2h 08m nonstop · 15:37:00→17:09:00 2h 32m nonstopAxel-exclusive $414.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-20Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $402.502026-10-29T01:53:11Z
2026-12-19 → 2026-12-21American AirlinesAA2156 / AA459419:20:00→22:28:00 2h 08m nonstop · 05:00:00→06:28:00 2h 28m nonstopAxel-exclusive $414.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-21Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $402.502026-10-29T01:53:11Z
2026-12-19 → 2026-12-22American AirlinesAA2156 / AA453319:20:00→22:28:00 2h 08m nonstop · 15:37:00→17:09:00 2h 32m nonstopAxel-exclusive $414.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-22Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $402.502026-10-29T01:53:11Z
2026-12-19 → 2026-12-23American AirlinesAA2156 / AA304219:20:00→22:28:00 2h 08m nonstop · 06:34:00→08:00:00 2h 26m nonstopAxel-exclusive $414.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-23Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $402.502026-10-29T01:53:11Z
2026-12-19 → 2026-12-24American AirlinesAA2156 / AA453319:20:00→22:28:00 2h 08m nonstop · 15:37:00→17:09:00 2h 32m nonstopAxel-exclusive $414.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-24Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $402.502026-10-29T01:53:11Z
2026-12-19 → 2026-12-25American AirlinesAA2156 / AA453319:20:00→22:28:00 2h 08m nonstop · 15:37:00→17:09:00 2h 32m nonstopAxel-exclusive $414.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-25Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $402.502026-10-29T01:53:11Z
2026-12-19 → 2026-12-26United AirlinesUA2319 / UA440819:45:00→22:47:00 2h 02m nonstop · 17:35:00→19:00:00 2h 25m nonstopAxel-exclusive $425.502026-10-29T01:53:11Z
2026-12-19 → 2026-12-26American AirlinesAA2156 / AA5275 + AA103919:20:00→22:28:00 2h 08m nonstop · 17:46:00→23:59:00 7h 13m 1 stop via CLTAxel-exclusive $397.752026-10-29T01:53:11Z
2026-12-19 → 2026-12-27American AirlinesAA2156 / AA453319:20:00→22:28:00 2h 08m nonstop · 15:37:00→17:09:00 2h 32m nonstopAxel-exclusive $414.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-27Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $402.502026-10-29T01:53:11Z
2026-12-19 → 2026-12-28American AirlinesAA2156 / AA459419:20:00→22:28:00 2h 08m nonstop · 05:00:00→06:28:00 2h 28m nonstopAxel-exclusive $405.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-28Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $393.752026-10-29T01:53:11Z
2026-12-19 → 2026-12-29American AirlinesAA2156 / AA453319:20:00→22:28:00 2h 08m nonstop · 15:37:00→17:09:00 2h 32m nonstopAxel-exclusive $405.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-29Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $393.752026-10-29T01:53:11Z
2026-12-19 → 2026-12-30American AirlinesAA2156 / AA304219:20:00→22:28:00 2h 08m nonstop · 06:34:00→08:00:00 2h 26m nonstopAxel-exclusive $405.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-30Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $393.752026-10-29T01:53:11Z
2026-12-19 → 2026-12-31American AirlinesAA2156 / AA453319:20:00→22:28:00 2h 08m nonstop · 15:37:00→17:09:00 2h 32m nonstopAxel-exclusive $405.002026-10-29T01:53:11Z
2026-12-19 → 2026-12-31Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $393.752026-10-29T01:53:11Z
2026-12-19 → 2027-01-01American AirlinesAA2156 / AA453319:20:00→22:28:00 2h 08m nonstop · 15:37:00→17:09:00 2h 32m nonstopAxel-exclusive $405.002026-10-29T01:53:11Z
2026-12-19 → 2027-01-01Delta Air LinesDL2358 + DL5477 / DL5287 + DL108417:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTWAxel-exclusive $393.752026-10-29T01:53:11Z
2026-12-19 → 2027-01-02United AirlinesUA2319 / UA440819:45:00→22:47:00 2h 02m nonstop · 17:35:00→19:00:00 2h 25m nonstopAxel-exclusive $416.252026-10-29T01:53:11Z
2026-12-19 → 2027-01-02American AirlinesAA2156 / AA5275 + AA103919:20:00→22:28:00 2h 08m nonstop · 17:46:00→23:59:00 7h 13m 1 stop via CLTAxel-exclusive $389.382026-10-29T01:53:11Z

Route overview: Chicago to Middletown (MDT) flight deals

2026-12-19 · one way · Axel-exclusive $190.00

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.

2026-12-19 · one way · Axel-exclusive $195.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.

2026-12-19 → 2026-12-20 · Axel-exclusive $402.50

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-12-20 12:24:00 → ORD 2026-12-20 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-12-20 12:24:00 → DTW 2026-12-20 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-12-20 17:56:00 → ORD 2026-12-20 18:30:00.

2026-12-19 → 2026-12-20 · Axel-exclusive $414.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA4533: MDT 2026-12-20 15:37:00 → ORD 2026-12-20 17:09:00; nonstop; 152 minutes. Local airport times.

2026-12-19 → 2026-12-21 · Axel-exclusive $402.50

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-12-21 12:24:00 → ORD 2026-12-21 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-12-21 12:24:00 → DTW 2026-12-21 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-12-21 17:56:00 → ORD 2026-12-21 18:30:00.

2026-12-19 → 2026-12-21 · Axel-exclusive $414.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA4594: MDT 2026-12-21 05:00:00 → ORD 2026-12-21 06:28:00; nonstop; 148 minutes. Local airport times.

2026-12-19 → 2026-12-22 · Axel-exclusive $402.50

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-12-22 12:24:00 → ORD 2026-12-22 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-12-22 12:24:00 → DTW 2026-12-22 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-12-22 17:56:00 → ORD 2026-12-22 18:30:00.

2026-12-19 → 2026-12-22 · Axel-exclusive $414.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA4533: MDT 2026-12-22 15:37:00 → ORD 2026-12-22 17:09:00; nonstop; 152 minutes. Local airport times.

2026-12-19 → 2026-12-23 · Axel-exclusive $402.50

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-12-23 12:24:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-12-23 12:24:00 → DTW 2026-12-23 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.

2026-12-19 → 2026-12-23 · Axel-exclusive $414.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA3042: MDT 2026-12-23 06:34:00 → ORD 2026-12-23 08:00:00; nonstop; 146 minutes. Local airport times.

2026-12-19 → 2026-12-25 · Axel-exclusive $402.50

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-12-25 12:24:00 → ORD 2026-12-25 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-12-25 12:24:00 → DTW 2026-12-25 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-12-25 17:56:00 → ORD 2026-12-25 18:30:00.

2026-12-19 → 2026-12-25 · Axel-exclusive $414.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA4533: MDT 2026-12-25 15:37:00 → ORD 2026-12-25 17:09:00; nonstop; 152 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $397.75

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA5275 / AA1039: MDT 2026-12-26 17:46:00 → ORD 2026-12-26 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2026-12-26 17:46:00 → CLT 2026-12-26 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2026-12-26 22:53:00 → ORD 2026-12-26 23:59:00.

2026-12-19 → 2026-12-26 · Axel-exclusive $425.50

  • United Airlines UA2319: ORD 2026-12-19 19:45:00 → MDT 2026-12-19 22:47:00; nonstop; 122 minutes. Local airport times.
  • United Airlines UA4408: MDT 2026-12-26 17:35:00 → ORD 2026-12-26 19:00:00; nonstop; 145 minutes. Local airport times.

2026-12-19 → 2026-12-27 · Axel-exclusive $402.50

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-12-27 12:24:00 → ORD 2026-12-27 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-12-27 12:24:00 → DTW 2026-12-27 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-12-27 17:56:00 → ORD 2026-12-27 18:30:00.

2026-12-19 → 2026-12-27 · Axel-exclusive $414.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA4533: MDT 2026-12-27 15:37:00 → ORD 2026-12-27 17:09:00; nonstop; 152 minutes. Local airport times.

2026-12-19 → 2026-12-29 · Axel-exclusive $393.75

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-12-29 12:24:00 → ORD 2026-12-29 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-12-29 12:24:00 → DTW 2026-12-29 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-12-29 17:56:00 → ORD 2026-12-29 18:30:00.

2026-12-19 → 2026-12-29 · Axel-exclusive $405.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA4533: MDT 2026-12-29 15:37:00 → ORD 2026-12-29 17:09:00; nonstop; 152 minutes. Local airport times.

2026-12-19 → 2026-12-30 · Axel-exclusive $393.75

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-12-30 12:24:00 → ORD 2026-12-30 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-12-30 12:24:00 → DTW 2026-12-30 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-12-30 17:56:00 → ORD 2026-12-30 18:30:00.

2026-12-19 → 2026-12-30 · Axel-exclusive $405.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA3042: MDT 2026-12-30 06:34:00 → ORD 2026-12-30 08:00:00; nonstop; 146 minutes. Local airport times.

2026-12-19 → 2026-12-31 · Axel-exclusive $393.75

  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-19 17:02:00 → MDT 2026-12-19 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-19 17:02:00 → DTW 2026-12-19 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-19 21:40:00 → MDT 2026-12-19 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-12-31 12:24:00 → ORD 2026-12-31 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-12-31 12:24:00 → DTW 2026-12-31 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-12-31 17:56:00 → ORD 2026-12-31 18:30:00.

2026-12-19 → 2026-12-31 · Axel-exclusive $405.00

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA4533: MDT 2026-12-31 15:37:00 → ORD 2026-12-31 17:09:00; nonstop; 152 minutes. Local airport times.

2026-12-19 → 2027-01-02 · Axel-exclusive $389.38

  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA5275 / AA1039: MDT 2027-01-02 17:46:00 → ORD 2027-01-02 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2027-01-02 17:46:00 → CLT 2027-01-02 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2027-01-02 22:53:00 → ORD 2027-01-02 23:59:00.

2026-12-19 → 2027-01-02 · Axel-exclusive $416.25

  • United Airlines UA2319: ORD 2026-12-19 19:45:00 → MDT 2026-12-19 22:47:00; nonstop; 122 minutes. Local airport times.
  • United Airlines UA4408: MDT 2027-01-02 17:35:00 → ORD 2027-01-02 19:00:00; nonstop; 145 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Chicago (ORD) to Middletown (MDT) · Dec 19, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: each row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Middletown (MDT) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.