Travel with Axel,
get the best price.

Route overview: Chicago to Middletown (MDT) flight deals

Chicago → Middletown

Dec 21, 2026 · one way

ORD → MDT1 adulteconomyOne way

8 flight options · 3 airlines

Nonstop flights

Mon, Dec 21 · One way

American Airlines
11:45 amORD
1h 57m
Nonstop
2:42 pmMDT

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

United Airlines
5:59 pmORD
1h 55m
Nonstop
8:54 pmMDT

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

American Airlines
7:20 pmORD
1h 55m
Nonstop
10:15 pmMDT

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

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

One-way total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 · One way

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

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

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

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

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

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

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

One-way total · 1 adult · Taxes included

Make this trip yours

ORD ⇄ MDT

Economy

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

No account needed to see prices.

Already have an account? Log in

Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, American Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

Explore this route

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.

Live price for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the flights there to get the current bookable total; the listed prices are the ones issued at the times shown.

Route overview: Chicago to Middletown (MDT) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-21 · one wayAmerican AirlinesAA4498$253.502026-10-29T01:53:11Z
2026-12-21 · one wayUnited AirlinesUA2319$260.002026-10-29T01:53:11Z
2026-12-21 · one wayDelta Air LinesDL2358 + DL5477$247.002026-10-29T01:53:11Z
2026-12-21 · one wayAmerican AirlinesAA2663$253.502026-10-29T01:53:11Z
2026-12-21 · one wayUnited AirlinesUA5581$260.002026-10-29T01:53:11Z
2026-12-21 · one wayAmerican AirlinesAA1889 + AA6051$234.002026-10-29T01:53:11Z
2026-12-21 · one wayAmerican AirlinesAA970 + AA5801$234.002026-10-29T01:53:11Z
2026-12-21 · one wayUnited AirlinesUA1128 + UA4250$240.502026-10-29T01:53:11Z

2026-12-21 · one way · $253.50

  • American Airlines AA4498: ORD 2026-12-21 11:45:00 → MDT 2026-12-21 14:42:00; nonstop; 117 minutes. Local airport times.

2026-12-21 · one way · $260.00

  • United Airlines UA2319: ORD 2026-12-21 17:59:00 → MDT 2026-12-21 20:54:00; nonstop; 115 minutes. Local airport times.

2026-12-21 · one way · $247.00

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

2026-12-21 · one way · $253.50

  • American Airlines AA2663: ORD 2026-12-21 19:20:00 → MDT 2026-12-21 22:15:00; nonstop; 115 minutes. Local airport times.

2026-12-21 · one way · $260.00

  • United Airlines UA5581: ORD 2026-12-21 06:55:00 → MDT 2026-12-21 09:53:00; nonstop; 118 minutes. Local airport times.

2026-12-21 · one way · $234.00

  • American Airlines AA1889 / AA6051: ORD 2026-12-21 12:05:00 → MDT 2026-12-21 20:14:00; 1 stop(s) via CLT; 429 minutes. Local airport times.
    • AA1889: ORD 2026-12-21 12:05:00 → CLT 2026-12-21 15:10:00; layover at CLT: 194 minutes.
    • AA6051: CLT 2026-12-21 18:24:00 → MDT 2026-12-21 20:14:00.

2026-12-21 · one way · $234.00

  • American Airlines AA970 / AA5801: ORD 2026-12-21 06:45:00 → MDT 2026-12-21 13:32:00; 1 stop(s) via PHL; 347 minutes. Local airport times.
    • AA970: ORD 2026-12-21 06:45:00 → PHL 2026-12-21 09:50:00; layover at PHL: 163 minutes.
    • AA5801: PHL 2026-12-21 12:33:00 → MDT 2026-12-21 13:32:00.

2026-12-21 · one way · $240.50

  • United Airlines UA1128 / UA4250: ORD 2026-12-21 13:00:00 → MDT 2026-12-21 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
    • UA1128: ORD 2026-12-21 13:00:00 → IAD 2026-12-21 16:03:00; layover at IAD: 87 minutes.
    • UA4250: IAD 2026-12-21 17:30:00 → MDT 2026-12-21 18:36:00.

Explore this route

For AI assistants

  • This page: Chicago (ORD) to Middletown (MDT) · Dec 21, 2026 · one way: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • 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. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. 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.