New York (LGA) to Chicago (ORD) · Dec 26, 2026 · return Jan 2, 2027

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.

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

2026-12-26 → 2027-01-02 · Axel-exclusive $336.26

• United Airlines UA2389: LGA 2026-12-26 06:00:00 → ORD 2026-12-26 07:48:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA312: ORD 2027-01-02 20:10:00 → LGA 2027-01-02 23:30:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $348.76

• Delta Air Lines DL2513: LGA 2026-12-26 19:05:00 → ORD 2026-12-26 20:45:00; nonstop; 160 minutes. Local airport times.
• Delta Air Lines DL2251: ORD 2027-01-02 08:50:00 → LGA 2027-01-02 12:05:00; nonstop; 135 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $355.01

• American Airlines AA2586: LGA 2026-12-26 21:22:00 → ORD 2026-12-26 23:12:00; nonstop; 170 minutes. Local airport times.
• American Airlines AA603 / AA4505: ORD 2027-01-02 17:54:00 → LGA 2027-01-02 23:37:00; 1 stop(s) via DCA; 283 minutes. Local airport times.
  • AA603: ORD 2027-01-02 17:54:00 → DCA 2027-01-02 20:59:00; layover at DCA: 66 minutes.
  • AA4505: DCA 2027-01-02 22:05:00 → LGA 2027-01-02 23:37:00.

2026-12-26 → 2027-01-02 · Axel-exclusive $436.26

• Air Canada AC709 / AC507: LGA 2026-12-26 11:40:00 → ORD 2026-12-26 15:43:00; 1 stop(s) via YYZ; 303 minutes. Local airport times.
  • AC709: LGA 2026-12-26 11:40:00 → YYZ 2026-12-26 13:22:00; layover at YYZ: 78 minutes.
  • AC507: YYZ 2026-12-26 14:40:00 → ORD 2026-12-26 15:43:00.
• United Airlines UA312: ORD 2027-01-02 20:10:00 → LGA 2027-01-02 23:30:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $336.26

• United Airlines UA1504: LGA 2026-12-26 14:30:00 → ORD 2026-12-26 16:13:00; nonstop; 163 minutes. Local airport times.
• United Airlines UA312: ORD 2027-01-02 20:10:00 → LGA 2027-01-02 23:30:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $361.26

• United Airlines UA6189 / UA2497: LGA 2026-12-26 14:55:00 → ORD 2026-12-26 19:05:00; 1 stop(s) via IAD; 310 minutes. Local airport times.
  • UA6189: LGA 2026-12-26 14:55:00 → IAD 2026-12-26 16:25:00; layover at IAD: 74 minutes.
  • UA2497: IAD 2026-12-26 17:39:00 → ORD 2026-12-26 19:05:00.
• United Airlines UA312: ORD 2027-01-02 20:10:00 → LGA 2027-01-02 23:30:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $361.26

• United Airlines UA1504: LGA 2026-12-26 15:25:00 → ORD 2026-12-26 17:16:00; nonstop; 171 minutes. Local airport times.
• United Airlines UA3575 / AC8640: ORD 2027-01-02 10:33:00 → LGA 2027-01-02 16:51:00; 1 stop(s) via YUL; 318 minutes. Local airport times.
  • UA3575: ORD 2027-01-02 10:33:00 → YUL 2027-01-02 14:00:00; layover at YUL: 80 minutes.
  • AC8640: YUL 2027-01-02 15:20:00 → LGA 2027-01-02 16:51:00.

2026-12-26 → 2027-01-02 · Axel-exclusive $373.76

• American Airlines AA2300 / AA2629: LGA 2026-12-26 07:33:00 → ORD 2026-12-26 12:29:00; 1 stop(s) via BOS; 356 minutes. Local airport times.
  • AA2300: LGA 2026-12-26 07:33:00 → BOS 2026-12-26 08:48:00; layover at BOS: 88 minutes.
  • AA2629: BOS 2026-12-26 10:16:00 → ORD 2026-12-26 12:29:00.
• American Airlines AA603 / AA4505: ORD 2027-01-02 17:54:00 → LGA 2027-01-02 23:37:00; 1 stop(s) via DCA; 283 minutes. Local airport times.
  • AA603: ORD 2027-01-02 17:54:00 → DCA 2027-01-02 20:59:00; layover at DCA: 66 minutes.
  • AA4505: DCA 2027-01-02 22:05:00 → LGA 2027-01-02 23:37:00.

2026-12-26 → 2027-01-02 · Axel-exclusive $373.76

• Delta Air Lines DL1912 / DL1084: LGA 2026-12-26 14:44:00 → ORD 2026-12-26 18:30:00; 1 stop(s) via DTW; 286 minutes. Local airport times.
  • DL1912: LGA 2026-12-26 14:44:00 → DTW 2026-12-26 16:44:00; layover at DTW: 72 minutes.
  • DL1084: DTW 2026-12-26 17:56:00 → ORD 2026-12-26 18:30:00.
• Delta Air Lines DL2251: ORD 2027-01-02 08:50:00 → LGA 2027-01-02 12:05:00; nonstop; 135 minutes. Local airport times.

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

• All dates for this route
• Dec 25, 2026 · Return options
• Dec 27, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

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