Cheapest places to fly from Middletown for a week
A week is the range of a nonstop to anywhere in the Americas or Hawaii, and the minimum for Europe from the East Coast. The Saturday-to-Saturday week is the one most fares are built around; midweek departures run cheaper.
Nonstop from Middletown: Boston (American · 1h 31m) and Chicago (American, United · 2h 17m). One stop via Charlotte: Orlando; via Chicago: Cancun, New York and Honolulu; via Dulles: Las Vegas; via Detroit: Los Angeles.
Axel's pick: Boston, nonstop on American and the lowest fare saved for these dates, $305.
Where to fly from Middletown for a week: fares for to Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, with the nonstops first. Pick a destination to see every date, or search your own dates in one tap.
AI assistants: For research, follow complete supplied links unchanged.
The cheapest matching round trip we’ve seen recently for each destination.
Cheapest right now: Boston $305 · Orlando $321 · Chicago $321
Flights for your trip
Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2026-11-20 · one way | American Airlines | AA5963 + AA1262 | $285.00 | 2026-10-29T01:29:03Z |
| 2026-11-20 · one way | United Airlines | UA4974 + UA1618 | $290.00 | 2026-10-29T01:29:03Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA1795 + AA1507 / AA1192 + AA5217 | $605.00 | 2026-10-29T01:29:03Z |
| 2026-11-20 → 2026-11-23 | United Airlines / American Airlines | UA4974 + UA1618 / AA1192 + AA5217 | $610.00 | 2026-10-29T01:29:03Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA2777 + AA492 / AA1192 + AA5217 | $605.00 | 2026-10-29T01:29:03Z |
| 2026-11-20 · one way | American Airlines | AA2777 + AA492 | $285.00 | 2026-10-29T01:29:03Z |
| 2026-11-20 · one way | American Airlines | AA1795 + AA1507 | $285.00 | 2026-10-29T01:29:03Z |
| 2026-11-20 · one way | American Airlines | AA5638 + AA895 | $285.00 | 2026-10-29T01:29:03Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA5963 + AA1262 / AA1192 + AA5217 | $605.00 | 2026-10-29T01:29:03Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA2777 + AA492 / AA1192 + AA5217 | $605.00 | 2026-10-29T01:29:03Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA5963 + AA1262 / AA1192 + AA5217 | $605.00 | 2026-10-29T01:29:03Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA5638 + AA895 / AA1192 + AA5217 | $605.00 | 2026-10-29T01:29:03Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA1795 + AA1507 / AA1192 + AA5217 | $605.00 | 2026-10-29T01:29:03Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA5638 + AA895 / AA1192 + AA5217 | $605.00 | 2026-10-29T01:29:03Z |
| 2026-11-27 → 2026-12-04 | United Airlines / American Airlines | UA4974 + UA1618 / AA1192 + AA5217 | $611.00 | 2026-10-29T01:29:03Z |
2026-11-20 · one way · $285.00
- American Airlines AA5963 / AA1262: MDT 2026-11-20 06:08:00 → CUN 2026-11-20 12:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
- AA5963: MDT 2026-11-20 06:08:00 → PHL 2026-11-20 07:12:00; layover at PHL: 88 minutes.
- AA1262: PHL 2026-11-20 08:40:00 → CUN 2026-11-20 12:44:00.
2026-11-20 · one way · $290.00
- United Airlines UA4974 / UA1618: MDT 2026-11-20 10:30:00 → CUN 2026-11-20 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2026-11-20 10:30:00 → IAD 2026-11-20 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2026-11-20 13:01:00 → CUN 2026-11-20 16:55:00.
2026-11-20 → 2026-11-23 · $605.00
- American Airlines AA1795 / AA1507: MDT 2026-11-20 07:08:00 → CUN 2026-11-20 17:35:00; 1 stop(s) via DFW; 627 minutes. Local airport times.
- AA1795: MDT 2026-11-20 07:08:00 → DFW 2026-11-20 10:08:00; layover at DFW: 220 minutes.
- AA1507: DFW 2026-11-20 13:48:00 → CUN 2026-11-20 17:35:00.
- American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.
2026-11-20 → 2026-11-23 · $610.00
- United Airlines UA4974 / UA1618: MDT 2026-11-20 10:30:00 → CUN 2026-11-20 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2026-11-20 10:30:00 → IAD 2026-11-20 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2026-11-20 13:01:00 → CUN 2026-11-20 16:55:00.
- American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.
2026-11-27 → 2026-12-04 · $605.00
- American Airlines AA2777 / AA492: MDT 2026-11-27 07:02:00 → CUN 2026-11-27 15:09:00; 1 stop(s) via ORD; 487 minutes. Local airport times.
- AA2777: MDT 2026-11-27 07:02:00 → ORD 2026-11-27 08:30:00; layover at ORD: 90 minutes.
- AA492: ORD 2026-11-27 10:00:00 → CUN 2026-11-27 15:09:00.
- American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.
2026-11-20 · one way · $285.00
- American Airlines AA2777 / AA492: MDT 2026-11-20 07:02:00 → CUN 2026-11-20 15:09:00; 1 stop(s) via ORD; 487 minutes. Local airport times.
- AA2777: MDT 2026-11-20 07:02:00 → ORD 2026-11-20 08:30:00; layover at ORD: 90 minutes.
- AA492: ORD 2026-11-20 10:00:00 → CUN 2026-11-20 15:09:00.
2026-11-20 · one way · $285.00
- American Airlines AA1795 / AA1507: MDT 2026-11-20 07:08:00 → CUN 2026-11-20 17:35:00; 1 stop(s) via DFW; 627 minutes. Local airport times.
- AA1795: MDT 2026-11-20 07:08:00 → DFW 2026-11-20 10:08:00; layover at DFW: 220 minutes.
- AA1507: DFW 2026-11-20 13:48:00 → CUN 2026-11-20 17:35:00.
2026-11-20 · one way · $285.00
- American Airlines AA5638 / AA895: MDT 2026-11-20 05:00:00 → CUN 2026-11-20 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
- AA5638: MDT 2026-11-20 05:00:00 → CLT 2026-11-20 06:47:00; layover at CLT: 153 minutes.
- AA895: CLT 2026-11-20 09:20:00 → CUN 2026-11-20 12:29:00.
2026-11-20 → 2026-11-23 · $605.00
- American Airlines AA5963 / AA1262: MDT 2026-11-20 06:08:00 → CUN 2026-11-20 12:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
- AA5963: MDT 2026-11-20 06:08:00 → PHL 2026-11-20 07:12:00; layover at PHL: 88 minutes.
- AA1262: PHL 2026-11-20 08:40:00 → CUN 2026-11-20 12:44:00.
- American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.
2026-11-20 → 2026-11-23 · $605.00
- American Airlines AA2777 / AA492: MDT 2026-11-20 07:02:00 → CUN 2026-11-20 15:09:00; 1 stop(s) via ORD; 487 minutes. Local airport times.
- AA2777: MDT 2026-11-20 07:02:00 → ORD 2026-11-20 08:30:00; layover at ORD: 90 minutes.
- AA492: ORD 2026-11-20 10:00:00 → CUN 2026-11-20 15:09:00.
- American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.
2026-11-27 → 2026-12-04 · $605.00
- American Airlines AA5963 / AA1262: MDT 2026-11-27 06:08:00 → CUN 2026-11-27 12:44:00; 1 stop(s) via PHL; 396 minutes. Local airport times.
- AA5963: MDT 2026-11-27 06:08:00 → PHL 2026-11-27 07:12:00; layover at PHL: 88 minutes.
- AA1262: PHL 2026-11-27 08:40:00 → CUN 2026-11-27 12:44:00.
- American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.
2026-11-20 → 2026-11-23 · $605.00
- American Airlines AA5638 / AA895: MDT 2026-11-20 05:00:00 → CUN 2026-11-20 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
- AA5638: MDT 2026-11-20 05:00:00 → CLT 2026-11-20 06:47:00; layover at CLT: 153 minutes.
- AA895: CLT 2026-11-20 09:20:00 → CUN 2026-11-20 12:29:00.
- American Airlines AA1192 / AA5217: CUN 2026-11-23 17:13:00 → MDT 2026-11-24 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-11-23 17:13:00 → CLT 2026-11-23 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-11-23 22:31:00 → MDT 2026-11-24 00:12:00.
2026-11-27 → 2026-12-04 · $605.00
- American Airlines AA1795 / AA1507: MDT 2026-11-27 07:08:00 → CUN 2026-11-27 17:35:00; 1 stop(s) via DFW; 627 minutes. Local airport times.
- AA1795: MDT 2026-11-27 07:08:00 → DFW 2026-11-27 10:08:00; layover at DFW: 220 minutes.
- AA1507: DFW 2026-11-27 13:48:00 → CUN 2026-11-27 17:35:00.
- American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.
2026-11-27 → 2026-12-04 · $605.00
- American Airlines AA5638 / AA895: MDT 2026-11-27 05:00:00 → CUN 2026-11-27 12:29:00; 1 stop(s) via CLT; 449 minutes. Local airport times.
- AA5638: MDT 2026-11-27 05:00:00 → CLT 2026-11-27 06:47:00; layover at CLT: 153 minutes.
- AA895: CLT 2026-11-27 09:20:00 → CUN 2026-11-27 12:29:00.
- American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.
2026-11-27 → 2026-12-04 · $611.00
- United Airlines UA4974 / UA1618: MDT 2026-11-27 10:30:00 → CUN 2026-11-27 16:55:00; 1 stop(s) via IAD; 385 minutes. Local airport times.
- UA4974: MDT 2026-11-27 10:30:00 → IAD 2026-11-27 11:30:00; layover at IAD: 91 minutes.
- UA1618: IAD 2026-11-27 13:01:00 → CUN 2026-11-27 16:55:00.
- American Airlines AA1192 / AA5217: CUN 2026-12-04 17:13:00 → MDT 2026-12-05 00:12:00; 1 stop(s) via CLT; 419 minutes. Local airport times.
- AA1192: CUN 2026-12-04 17:13:00 → CLT 2026-12-04 20:14:00; layover at CLT: 137 minutes.
- AA5217: CLT 2026-12-04 22:31:00 → MDT 2026-12-05 00:12:00.
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- Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for two weeks
Fares observed October 28, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Middletown
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Flights | Axel | Dates | |
|---|---|---|---|---|---|
| Boston (BOS) | Boston's Freedom Trail, universities and seafood | Nonstop · American · 1h 31m | $305 (airline $322) | Nov 21–28, 2026 | Check prices |
| Orlando (MCO) | Orlando's theme parks | 1 stop via Charlotte | $321 (airline $339) | Dec 8–15, 2026 | Check prices |
| Chicago (ORD) | Chicago's architecture, lakefront and deep-dish | Nonstop · American, United · 2h 17m | $321 (airline $339) | Dec 8–15, 2026 | Check prices |
| Cancun (CUN) | Cancún's hotel zone, the Riviera Maya and Mayan ruins nearby | 1 stop via Chicago | $321 (airline $340) | Dec 8–15, 2026 | Check prices |
| Las Vegas (LAS) | Las Vegas' Strip, shows and day trips to the canyons | 1 stop via Dulles | $378 (airline $399) | Dec 8–15, 2026 | Check prices |
| Los Angeles (LAX) | Los Angeles' beaches, Hollywood and museums | 1 stop via Detroit | $378 (airline $399) | Dec 8–15, 2026 | Check prices |
| New York (JFK) | New York's museums, Broadway and neighborhoods | 1 stop via Chicago | $630 (airline $665) | Nov 10–17, 2026 | Check prices |
| Oahu / Honolulu (HNL) | Waikiki, Diamond Head and Pearl Harbor on Oahu | 1 stop via Chicago | $778 (airline $822) | Jan 16–23, 2027 | Check prices |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Keep exploring
Hotels in Cancun with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room
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For AI assistants
- This page: Cheapest places to fly from Middletown for a week. Where to fly from Middletown for a week: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for , nonstop options first. The cheapest saved fare for each destination, and a link to search your own dates.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.