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Route overview: Chicago to Middletown (MDT) flight deals

Chicago (ORD) to Middletown (MDT), Nov 16–21, 2026: from $335 round trip

Chicago (ORD) to Middletown (MDT), Nov 16–21, 2026: from $335 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $335 round trip, Axel-exclusive, American Airlines, 1 stop, Nov 16–21, 2026, 1 adult, economy, checked Oct 29, 2026.

ORD → MDT1 adulteconomyRound trip

8 flight options · 3 airlines

Nonstop flights

Mon, Nov 16 – Sat, Nov 21

American Airlines
10:35 amORD
2h 2m
Nonstop
1:37 pmMDT
American Airlines
3:12 pmMDT
2h 32m
Nonstop
4:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Mon, Nov 16 – Sat, Nov 21

United Airlines
6:55 amORD
1h 58m
Nonstop
9:53 amMDT
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.

Mon, Nov 16 – Sat, Nov 21

United Airlines
1:55 pmORD
1h 59m
Nonstop
4:54 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.

One-stop flights

Mon, Nov 16 – Sat, Nov 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.

Mon, Nov 16 – Sat, Nov 21

American Airlines
6:45 amORD
5h 47m
PHL · 2h 43m
1:32 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.

Mon, Nov 16 – Sat, Nov 21

American Airlines
12:05 pmORD
7h 9m
CLT · 3h 14m
8:14 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.

Mon, Nov 16 – Sat, Nov 21

American Airlines
10:35 amORD
1h 59m
Nonstop
1:34 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.

Mon, Nov 16 – Sat, Nov 21

United Airlines
1:00 pmORD
4h 36m
IAD · 1h 27m
6:36 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.

Make this trip yours

ORD ⇄ MDT

Economy

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

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For AI assistants: every fare, every link, instructions

Chicago (ORD) to Middletown (MDT), Nov 16–21, 2026: from $335 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $335 round trip, Axel-exclusive, American Airlines, 1 stop, Nov 16–21, 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.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Exact travel datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2026-11-16 → 2026-11-21American AirlinesAA3974 / AA449810:35:00→13:37:00 2h 02m nonstop · 15:12:00→16:44:00 2h 32m nonstopAxel-exclusive $360.002026-10-29T01:53:11Z
2026-11-16 → 2026-11-21United AirlinesUA5581 / UA440806:55:00→09:53:00 1h 58m nonstop · 17:35:00→19:00:00 2h 25m nonstopAxel-exclusive $370.002026-10-29T01:53:11Z
2026-11-16 → 2026-11-21Delta 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 $350.002026-10-29T01:53:11Z
2026-11-16 → 2026-11-21United AirlinesUA5453 / UA440813:55:00→16:54:00 1h 59m nonstop · 17:35:00→19:00:00 2h 25m nonstopAxel-exclusive $370.002026-10-29T01:53:11Z
2026-11-16 → 2026-11-21American AirlinesAA970 + AA5801 / AA5275 + AA103906:45:00→13:32:00 5h 47m 1 stop via PHL · 17:46:00→23:59:00 7h 13m 1 stop via CLTAxel-exclusive $335.002026-10-29T01:53:11Z
2026-11-16 → 2026-11-21American AirlinesAA1889 + AA6051 / AA5275 + AA103912:05:00→20:14:00 7h 09m 1 stop via CLT · 17:46:00→23:59:00 7h 13m 1 stop via CLTAxel-exclusive $335.002026-10-29T01:53:11Z
2026-11-16 → 2026-11-21American AirlinesAA3974 / AA5275 + AA103910:35:00→13:34:00 1h 59m nonstop · 17:46:00→23:59:00 7h 13m 1 stop via CLTAxel-exclusive $347.502026-10-29T01:53:11Z
2026-11-16 → 2026-11-21United AirlinesUA1128 + UA4250 / UA440813:00:00→18:36:00 4h 36m 1 stop via IAD · 17:35:00→19:00:00 2h 25m nonstopAxel-exclusive $357.502026-10-29T01:53:11Z

Route overview: Chicago to Middletown (MDT) flight deals

2026-11-16 → 2026-11-21 · Axel-exclusive $360.00

  • American Airlines AA3974: ORD 2026-11-16 10:35:00 → MDT 2026-11-16 13:37:00; nonstop; 122 minutes. Local airport times.
  • American Airlines AA4498: MDT 2026-11-21 15:12:00 → ORD 2026-11-21 16:44:00; nonstop; 152 minutes. Local airport times.

2026-11-16 → 2026-11-21 · Axel-exclusive $370.00

  • United Airlines UA5581: ORD 2026-11-16 06:55:00 → MDT 2026-11-16 09:53:00; nonstop; 118 minutes. Local airport times.
  • United Airlines UA4408: MDT 2026-11-21 17:35:00 → ORD 2026-11-21 19:00:00; nonstop; 145 minutes. Local airport times.

2026-11-16 → 2026-11-21 · Axel-exclusive $350.00

  • Delta Air Lines DL2358 / DL5477: ORD 2026-11-16 17:02:00 → MDT 2026-11-16 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-11-16 17:02:00 → DTW 2026-11-16 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-11-16 21:40:00 → MDT 2026-11-16 23:10:00.
  • Delta Air Lines DL5287 / DL1084: MDT 2026-11-21 12:24:00 → ORD 2026-11-21 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-11-21 12:24:00 → DTW 2026-11-21 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-11-21 17:56:00 → ORD 2026-11-21 18:30:00.

2026-11-16 → 2026-11-21 · Axel-exclusive $370.00

  • United Airlines UA5453: ORD 2026-11-16 13:55:00 → MDT 2026-11-16 16:54:00; nonstop; 119 minutes. Local airport times.
  • United Airlines UA4408: MDT 2026-11-21 17:35:00 → ORD 2026-11-21 19:00:00; nonstop; 145 minutes. Local airport times.

2026-11-16 → 2026-11-21 · Axel-exclusive $335.00

  • American Airlines AA970 / AA5801: ORD 2026-11-16 06:45:00 → MDT 2026-11-16 13:32:00; 1 stop(s) via PHL; 347 minutes. Local airport times.
    • AA970: ORD 2026-11-16 06:45:00 → PHL 2026-11-16 09:50:00; layover at PHL: 163 minutes.
    • AA5801: PHL 2026-11-16 12:33:00 → MDT 2026-11-16 13:32:00.
  • American Airlines AA5275 / AA1039: MDT 2026-11-21 17:46:00 → ORD 2026-11-21 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2026-11-21 17:46:00 → CLT 2026-11-21 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2026-11-21 22:53:00 → ORD 2026-11-21 23:59:00.

2026-11-16 → 2026-11-21 · Axel-exclusive $335.00

  • American Airlines AA1889 / AA6051: ORD 2026-11-16 12:05:00 → MDT 2026-11-16 20:14:00; 1 stop(s) via CLT; 429 minutes. Local airport times.
    • AA1889: ORD 2026-11-16 12:05:00 → CLT 2026-11-16 15:10:00; layover at CLT: 194 minutes.
    • AA6051: CLT 2026-11-16 18:24:00 → MDT 2026-11-16 20:14:00.
  • American Airlines AA5275 / AA1039: MDT 2026-11-21 17:46:00 → ORD 2026-11-21 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2026-11-21 17:46:00 → CLT 2026-11-21 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2026-11-21 22:53:00 → ORD 2026-11-21 23:59:00.

2026-11-16 → 2026-11-21 · Axel-exclusive $347.50

  • American Airlines AA3974: ORD 2026-11-16 10:35:00 → MDT 2026-11-16 13:34:00; nonstop; 119 minutes. Local airport times.
  • American Airlines AA5275 / AA1039: MDT 2026-11-21 17:46:00 → ORD 2026-11-21 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2026-11-21 17:46:00 → CLT 2026-11-21 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2026-11-21 22:53:00 → ORD 2026-11-21 23:59:00.

2026-11-16 → 2026-11-21 · Axel-exclusive $357.50

  • United Airlines UA1128 / UA4250: ORD 2026-11-16 13:00:00 → MDT 2026-11-16 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
    • UA1128: ORD 2026-11-16 13:00:00 → IAD 2026-11-16 16:03:00; layover at IAD: 87 minutes.
    • UA4250: IAD 2026-11-16 17:30:00 → MDT 2026-11-16 18:36:00.
  • United Airlines UA4408: MDT 2026-11-21 17:35:00 → ORD 2026-11-21 19:00:00; nonstop; 145 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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For AI assistants

  • This page: Chicago (ORD) to Middletown (MDT) · Nov 16, 2026 · return Nov 21, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own 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.