Chicago (ORD) to New York (JFK) · Dec 20, 2026 · return Dec 21, 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.

Hotels in New York for these trips

Hotels: under a trip, hotels in New York for exactly those nights: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.

• Hotels in New York for these nights (Dec 20–21, 2026 · 1 night · 2 adults, 1 room): 3★ Pod Brooklyn, $154 total · 4★ Hotel 50 Bowery, part of JdV by Hyatt, $287 total · 5★ Conrad New York downtown, $477 total

All hotels in New York

Route overview: Chicago to New York (JFK) flight deals

2026-12-20 → 2026-12-21 · Axel-exclusive $377.00

• American Airlines AA1038: ORD 2026-12-20 07:05:00 → JFK 2026-12-20 10:30:00; nonstop; 145 minutes. Local airport times.
• American Airlines AA2587: JFK 2026-12-21 20:17:00 → ORD 2026-12-21 22:30:00; nonstop; 193 minutes. Local airport times.

2026-12-20 → 2026-12-21 · Axel-exclusive $390.00

• Delta Air Lines DL5078: ORD 2026-12-20 18:25:00 → JFK 2026-12-20 22:00:00; nonstop; 155 minutes. Local airport times.
• Delta Air Lines DL5119: JFK 2026-12-21 10:55:00 → ORD 2026-12-21 12:50:00; nonstop; 175 minutes. Local airport times.

2026-12-20 → 2026-12-21 · Axel-exclusive $364.00

• JetBlue Airways B6112 / B6817: ORD 2026-12-20 13:00:00 → JFK 2026-12-20 19:59:00; 1 stop(s) via BOS; 359 minutes. Local airport times.
  • B6112: ORD 2026-12-20 13:00:00 → BOS 2026-12-20 16:49:00; layover at BOS: 110 minutes.
  • B6817: BOS 2026-12-20 18:39:00 → JFK 2026-12-20 19:59:00.
• JetBlue Airways B62718 / B6111: JFK 2026-12-21 06:40:00 → ORD 2026-12-21 12:00:00; 1 stop(s) via BOS; 380 minutes. Local airport times.
  • B62718: JFK 2026-12-21 06:40:00 → BOS 2026-12-21 07:50:00; layover at BOS: 129 minutes.
  • B6111: BOS 2026-12-21 09:59:00 → ORD 2026-12-21 12:00:00.

2026-12-20 → 2026-12-21 · Axel-exclusive $377.00

• American Airlines AA1624: ORD 2026-12-20 15:54:00 → JFK 2026-12-20 19:27:00; nonstop; 153 minutes. Local airport times.
• American Airlines AA2587: JFK 2026-12-21 20:17:00 → ORD 2026-12-21 22:30:00; nonstop; 193 minutes. Local airport times.

2026-12-20 → 2026-12-21 · Axel-exclusive $390.00

• Delta Air Lines DL5241: ORD 2026-12-20 07:45:00 → JFK 2026-12-20 11:10:00; nonstop; 145 minutes. Local airport times.
• Delta Air Lines DL5119: JFK 2026-12-21 10:55:00 → ORD 2026-12-21 12:50:00; nonstop; 175 minutes. Local airport times.

2026-12-20 → 2026-12-21 · Axel-exclusive $396.50

• American Airlines AA5010 / AA4575: ORD 2026-12-20 06:59:00 → JFK 2026-12-20 12:29:00; 1 stop(s) via CLE; 270 minutes. Local airport times.
  • AA5010: ORD 2026-12-20 06:59:00 → CLE 2026-12-20 09:35:00; layover at CLE: 67 minutes.
  • AA4575: CLE 2026-12-20 10:42:00 → JFK 2026-12-20 12:29:00.
• American Airlines AA2587: JFK 2026-12-21 20:17:00 → ORD 2026-12-21 22:30:00; nonstop; 193 minutes. Local airport times.

2026-12-20 → 2026-12-21 · Axel-exclusive $396.50

• American Airlines AA2712 / AA4693: ORD 2026-12-20 12:50:00 → JFK 2026-12-20 19:30:00; 1 stop(s) via BNA; 340 minutes. Local airport times.
  • AA2712: ORD 2026-12-20 12:50:00 → BNA 2026-12-20 14:34:00; layover at BNA: 76 minutes.
  • AA4693: BNA 2026-12-20 15:50:00 → JFK 2026-12-20 19:30:00.
• American Airlines AA2587: JFK 2026-12-21 20:17:00 → ORD 2026-12-21 22:30:00; nonstop; 193 minutes. Local airport times.

2026-12-20 → 2026-12-21 · Axel-exclusive $396.50

• American Airlines AA1515 / AA4371: ORD 2026-12-20 06:00:00 → JFK 2026-12-20 13:19:00; 1 stop(s) via BOS; 379 minutes. Local airport times.
  • AA1515: ORD 2026-12-20 06:00:00 → BOS 2026-12-20 09:24:00; layover at BOS: 144 minutes.
  • AA4371: BOS 2026-12-20 11:48:00 → JFK 2026-12-20 13:19:00.
• American Airlines AA2587: JFK 2026-12-21 20:17:00 → ORD 2026-12-21 22:30:00; nonstop; 193 minutes. Local airport times.

2026-12-20 → 2026-12-21 · Axel-exclusive $396.50

• American Airlines AA4757 / AA4568: ORD 2026-12-20 06:54:00 → JFK 2026-12-20 14:35:00; 1 stop(s) via PIT; 401 minutes. Local airport times.
  • AA4757: ORD 2026-12-20 06:54:00 → PIT 2026-12-20 09:37:00; layover at PIT: 198 minutes.
  • AA4568: PIT 2026-12-20 12:55:00 → JFK 2026-12-20 14:35:00.
• American Airlines AA2587: JFK 2026-12-21 20:17:00 → ORD 2026-12-21 22:30:00; nonstop; 193 minutes. Local airport times.

2026-12-20 → 2026-12-21 · Axel-exclusive $409.50

• Delta Air Lines DL3902 / DL2934: ORD 2026-12-20 11:39:00 → JFK 2026-12-20 17:59:00; 1 stop(s) via DTW; 320 minutes. Local airport times.
  • DL3902: ORD 2026-12-20 11:39:00 → DTW 2026-12-20 14:11:00; layover at DTW: 108 minutes.
  • DL2934: DTW 2026-12-20 15:59:00 → JFK 2026-12-20 17:59:00.
• Delta Air Lines DL5119: JFK 2026-12-21 10:55:00 → ORD 2026-12-21 12:50:00; nonstop; 175 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 19, 2026 · Return options
• Dec 21, 2026 · Return options
• Hotels in New York with Axel

For AI assistants

• This page: Chicago (ORD) to New York (JFK) · Dec 20, 2026 · return Dec 21, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in New York for exactly those nights: the lowest 3★, 4★ and 5★ stay totals for 2 adults in 1 room, each linking to that hotel's page for those dates.
• 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 New York (JFK) 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.

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