Chicago (ORD) to Portland (PWM), Nov 22, 2026: from $150 one way
Chicago (ORD) to Portland (PWM), Nov 22, 2026: from $150 one way on Axel, checked Oct 29, 2026. Lowest published fare: $150 one way, Axel-exclusive, American Airlines, 1 stop, Nov 22, 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 dates | Airline | Flights | Times, duration, stops | Total price | Price issued (UTC) |
|---|---|---|---|---|---|
| 2026-11-22 · one way | American Airlines | AA4741 | 08:07:00→11:35:00 2h 28m nonstop | Axel-exclusive $160.00 | 2026-10-29T01:53:16Z |
| 2026-11-22 · one way | United Airlines | UA2761 | 18:18:00→21:51:00 2h 33m nonstop | Axel-exclusive $165.00 | 2026-10-29T01:53:16Z |
| 2026-11-22 · one way | Delta Air Lines | DL4970 + DL5411 | 17:59:00→00:21:00 5h 22m 1 stop via JFK | Axel-exclusive $165.00 | 2026-10-29T01:53:16Z |
| 2026-11-22 · one way | United Airlines | UA3713 | 17:50:00→21:29:00 2h 39m nonstop | Axel-exclusive $165.00 | 2026-10-29T01:53:16Z |
| 2026-11-22 · one way | American Airlines | AA2840 + AA6049 | 15:19:00→22:56:00 6h 37m 1 stop via PHL | Axel-exclusive $150.00 | 2026-10-29T01:53:16Z |
| 2026-11-22 · one way | American Airlines | AA2223 + AA4638 | 08:45:00→15:32:00 5h 47m 1 stop via DCA | Axel-exclusive $150.00 | 2026-10-29T01:53:16Z |
| 2026-11-22 · one way | United Airlines | UA1128 + UA3664 | 13:00:00→19:12:00 5h 12m 1 stop via IAD | Axel-exclusive $155.00 | 2026-10-29T01:53:16Z |
| 2026-11-22 · one way | United Airlines | UA2776 + UA4604 | 05:55:00→13:38:00 6h 43m 1 stop via EWR | Axel-exclusive $155.00 | 2026-10-29T01:53:16Z |
| 2026-11-22 · one way | Delta Air Lines | DL3841 + DL4907 | 08:29:00→16:11:00 6h 42m 1 stop via DTW | Axel-exclusive $165.00 | 2026-10-29T01:53:16Z |
Route overview: Chicago to Portland (PWM) flight deals
2026-11-22 · one way · Axel-exclusive $160.00
- American Airlines AA4741: ORD 2026-11-22 08:07:00 → PWM 2026-11-22 11:35:00; nonstop; 148 minutes. Local airport times.
2026-11-22 · one way · Axel-exclusive $165.00
- United Airlines UA2761: ORD 2026-11-22 18:18:00 → PWM 2026-11-22 21:51:00; nonstop; 153 minutes. Local airport times.
2026-11-22 · one way · Axel-exclusive $165.00
- Delta Air Lines DL4970 / DL5411: ORD 2026-11-22 17:59:00 → PWM 2026-11-23 00:21:00; 1 stop(s) via JFK; 322 minutes. Local airport times.
- DL4970: ORD 2026-11-22 17:59:00 → JFK 2026-11-22 21:19:00; layover at JFK: 91 minutes.
- DL5411: JFK 2026-11-22 22:50:00 → PWM 2026-11-23 00:21:00.
2026-11-22 · one way · Axel-exclusive $165.00
- United Airlines UA3713: ORD 2026-11-22 17:50:00 → PWM 2026-11-22 21:29:00; nonstop; 159 minutes. Local airport times.
2026-11-22 · one way · Axel-exclusive $150.00
- American Airlines AA2840 / AA6049: ORD 2026-11-22 15:19:00 → PWM 2026-11-22 22:56:00; 1 stop(s) via PHL; 397 minutes. Local airport times.
- AA2840: ORD 2026-11-22 15:19:00 → PHL 2026-11-22 18:30:00; layover at PHL: 175 minutes.
- AA6049: PHL 2026-11-22 21:25:00 → PWM 2026-11-22 22:56:00.
2026-11-22 · one way · Axel-exclusive $150.00
- American Airlines AA2223 / AA4638: ORD 2026-11-22 08:45:00 → PWM 2026-11-22 15:32:00; 1 stop(s) via DCA; 347 minutes. Local airport times.
- AA2223: ORD 2026-11-22 08:45:00 → DCA 2026-11-22 11:49:00; layover at DCA: 113 minutes.
- AA4638: DCA 2026-11-22 13:42:00 → PWM 2026-11-22 15:32:00.
2026-11-22 · one way · Axel-exclusive $155.00
- United Airlines UA1128 / UA3664: ORD 2026-11-22 13:00:00 → PWM 2026-11-22 19:12:00; 1 stop(s) via IAD; 312 minutes. Local airport times.
- UA1128: ORD 2026-11-22 13:00:00 → IAD 2026-11-22 16:03:00; layover at IAD: 82 minutes.
- UA3664: IAD 2026-11-22 17:25:00 → PWM 2026-11-22 19:12:00.
2026-11-22 · one way · Axel-exclusive $155.00
- United Airlines UA2776 / UA4604: ORD 2026-11-22 05:55:00 → PWM 2026-11-22 13:38:00; 1 stop(s) via EWR; 403 minutes. Local airport times.
- UA2776: ORD 2026-11-22 05:55:00 → EWR 2026-11-22 09:02:00; layover at EWR: 193 minutes.
- UA4604: EWR 2026-11-22 12:15:00 → PWM 2026-11-22 13:38:00.
2026-11-22 · one way · Axel-exclusive $165.00
- Delta Air Lines DL3841 / DL4907: ORD 2026-11-22 08:29:00 → PWM 2026-11-22 16:11:00; 1 stop(s) via DTW; 402 minutes. Local airport times.
- DL3841: ORD 2026-11-22 08:29:00 → DTW 2026-11-22 10:52:00; layover at DTW: 201 minutes.
- DL4907: DTW 2026-11-22 14:13:00 → PWM 2026-11-22 16:11:00.
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.
Explore this route
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- Nov 21, 2026 · Return options
- Nov 23, 2026 · Return options
- Hotels in Portland, Maine with Axel
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