New York (LGA) to Chicago (ORD) · Dec 23, 2026 · return Dec 26, 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 Chicago for these trips

Hotels: under a trip, hotels in Chicago 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 Chicago for these nights (Dec 23–26, 2026 · 3 nights · 2 adults, 1 room): 3★ Chicago Lake Shore Hotel, $371 total · 4★ The Royal Sonesta Chicago River North, $405 total · 5★ Nobu Hotel Chicago, $938 total

All hotels in Chicago

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

2026-12-23 → 2026-12-26 · Axel-exclusive $336.26

• United Airlines UA1739: LGA 2026-12-23 08:15:00 → ORD 2026-12-23 10:03:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA312: ORD 2026-12-26 20:10:00 → LGA 2026-12-26 23:30:00; nonstop; 140 minutes. Local airport times.

2026-12-23 → 2026-12-26 · Axel-exclusive $348.76

• Delta Air Lines DL2513: LGA 2026-12-23 19:05:00 → ORD 2026-12-23 20:45:00; nonstop; 160 minutes. Local airport times.
• Delta Air Lines DL2251: ORD 2026-12-26 08:50:00 → LGA 2026-12-26 12:05:00; nonstop; 135 minutes. Local airport times.

2026-12-23 → 2026-12-26 · Axel-exclusive $355.01

• American Airlines AA3163: LGA 2026-12-23 17:55:00 → ORD 2026-12-23 19:54:00; nonstop; 179 minutes. Local airport times.
• American Airlines AA603 / AA4505: ORD 2026-12-26 17:54:00 → LGA 2026-12-26 23:37:00; 1 stop(s) via DCA; 283 minutes. Local airport times.
  • AA603: ORD 2026-12-26 17:54:00 → DCA 2026-12-26 20:59:00; layover at DCA: 66 minutes.
  • AA4505: DCA 2026-12-26 22:05:00 → LGA 2026-12-26 23:37:00.

2026-12-23 → 2026-12-26 · Axel-exclusive $436.26

• Air Canada AC709 / AC507: LGA 2026-12-23 11:40:00 → ORD 2026-12-23 15:43:00; 1 stop(s) via YYZ; 303 minutes. Local airport times.
  • AC709: LGA 2026-12-23 11:40:00 → YYZ 2026-12-23 13:22:00; layover at YYZ: 78 minutes.
  • AC507: YYZ 2026-12-23 14:40:00 → ORD 2026-12-23 15:43:00.
• United Airlines UA312: ORD 2026-12-26 20:10:00 → LGA 2026-12-26 23:30:00; nonstop; 140 minutes. Local airport times.

2026-12-23 → 2026-12-26 · Axel-exclusive $336.26

• United Airlines UA1124: LGA 2026-12-23 16:12:00 → ORD 2026-12-23 17:56:00; nonstop; 164 minutes. Local airport times.
• United Airlines UA312: ORD 2026-12-26 20:10:00 → LGA 2026-12-26 23:30:00; nonstop; 140 minutes. Local airport times.

2026-12-23 → 2026-12-26 · Axel-exclusive $361.26

• United Airlines UA6189 / UA2497: LGA 2026-12-23 14:55:00 → ORD 2026-12-23 19:05:00; 1 stop(s) via IAD; 310 minutes. Local airport times.
  • UA6189: LGA 2026-12-23 14:55:00 → IAD 2026-12-23 16:25:00; layover at IAD: 74 minutes.
  • UA2497: IAD 2026-12-23 17:39:00 → ORD 2026-12-23 19:05:00.
• United Airlines UA312: ORD 2026-12-26 20:10:00 → LGA 2026-12-26 23:30:00; nonstop; 140 minutes. Local airport times.

2026-12-23 → 2026-12-26 · Axel-exclusive $373.76

• American Airlines AA2300 / AA2629: LGA 2026-12-23 07:33:00 → ORD 2026-12-23 12:29:00; 1 stop(s) via BOS; 356 minutes. Local airport times.
  • AA2300: LGA 2026-12-23 07:33:00 → BOS 2026-12-23 08:48:00; layover at BOS: 88 minutes.
  • AA2629: BOS 2026-12-23 10:16:00 → ORD 2026-12-23 12:29:00.
• American Airlines AA603 / AA4505: ORD 2026-12-26 17:54:00 → LGA 2026-12-26 23:37:00; 1 stop(s) via DCA; 283 minutes. Local airport times.
  • AA603: ORD 2026-12-26 17:54:00 → DCA 2026-12-26 20:59:00; layover at DCA: 66 minutes.
  • AA4505: DCA 2026-12-26 22:05:00 → LGA 2026-12-26 23:37:00.

2026-12-23 → 2026-12-26 · Axel-exclusive $373.76

• Delta Air Lines DL1912 / DL1084: LGA 2026-12-23 14:44:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 286 minutes. Local airport times.
  • DL1912: LGA 2026-12-23 14:44:00 → DTW 2026-12-23 16:44:00; layover at DTW: 72 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2251: ORD 2026-12-26 08:50:00 → LGA 2026-12-26 12:05:00; nonstop; 135 minutes. Local airport times.

2026-12-23 → 2026-12-26 · Axel-exclusive $373.76

• American Airlines AA4461 / AA6306: LGA 2026-12-23 13:45:00 → ORD 2026-12-23 18:59:00; 1 stop(s) via STL; 374 minutes. Local airport times.
  • AA4461: LGA 2026-12-23 13:45:00 → STL 2026-12-23 15:41:00; layover at STL: 98 minutes.
  • AA6306: STL 2026-12-23 17:19:00 → ORD 2026-12-23 18:59:00.
• American Airlines AA603 / AA4505: ORD 2026-12-26 17:54:00 → LGA 2026-12-26 23:37:00; 1 stop(s) via DCA; 283 minutes. Local airport times.
  • AA603: ORD 2026-12-26 17:54:00 → DCA 2026-12-26 20:59:00; layover at DCA: 66 minutes.
  • AA4505: DCA 2026-12-26 22:05:00 → LGA 2026-12-26 23:37:00.

Explore this route

• All dates for this route
• Dec 22, 2026 · Return options
• Dec 24, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: New York (LGA) to Chicago (ORD) · Dec 23, 2026 · return Dec 26, 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 Chicago 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.
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• 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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