Newark (EWR) to Chicago (ORD) · Dec 20, 2026 · return Jan 3, 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.

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 20 – Jan 3, 2027 · 14 nights · 2 adults, 1 room): 3★ The Willows Hotel, $1,650 total · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $1,963 total · 5★ Nobu Hotel Chicago, $4,918 total

All hotels in Chicago

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

2026-12-20 → 2027-01-03 · Axel-exclusive $336.88

• American Airlines AA2828: EWR 2026-12-20 14:16:00 → ORD 2026-12-20 16:17:00; nonstop; 181 minutes. Local airport times.
• American Airlines AA2032: ORD 2027-01-03 18:01:00 → EWR 2027-01-03 21:29:00; nonstop; 148 minutes. Local airport times.

2026-12-20 → 2027-01-03 · Axel-exclusive $349.13

• United Airlines UA2164: EWR 2026-12-20 08:00:00 → ORD 2026-12-20 09:45:00; nonstop; 165 minutes. Local airport times.
• United Airlines UA424: ORD 2027-01-03 20:30:00 → EWR 2027-01-03 23:50:00; nonstop; 140 minutes. Local airport times.

2026-12-20 → 2027-01-03 · Axel-exclusive $336.88

• American Airlines AA3170: EWR 2026-12-20 10:41:00 → ORD 2026-12-20 12:43:00; nonstop; 182 minutes. Local airport times.
• American Airlines AA2032: ORD 2027-01-03 18:01:00 → EWR 2027-01-03 21:29:00; nonstop; 148 minutes. Local airport times.

2026-12-20 → 2027-01-03 · Axel-exclusive $349.13

• United Airlines UA2788: EWR 2026-12-20 14:35:00 → ORD 2026-12-20 16:20:00; nonstop; 165 minutes. Local airport times.
• United Airlines UA424: ORD 2027-01-03 20:30:00 → EWR 2027-01-03 23:50:00; nonstop; 140 minutes. Local airport times.

2026-12-20 → 2027-01-03 · Axel-exclusive $330.38

• United Airlines UA1449 / UA426: EWR 2026-12-20 14:11:00 → ORD 2026-12-20 18:50:00; 1 stop(s) via DTW; 339 minutes. Local airport times.
  • UA1449: EWR 2026-12-20 14:11:00 → DTW 2026-12-20 16:11:00; layover at DTW: 125 minutes.
  • UA426: DTW 2026-12-20 18:16:00 → ORD 2026-12-20 18:50:00.
• United Airlines UA424: ORD 2027-01-03 20:30:00 → EWR 2027-01-03 23:50:00; nonstop; 140 minutes. Local airport times.

2026-12-20 → 2027-01-03 · Axel-exclusive $330.38

• United Airlines UA1673 / UA4718: EWR 2026-12-20 14:29:00 → ORD 2026-12-20 18:41:00; 1 stop(s) via CLE; 312 minutes. Local airport times.
  • UA1673: EWR 2026-12-20 14:29:00 → CLE 2026-12-20 16:06:00; layover at CLE: 109 minutes.
  • UA4718: CLE 2026-12-20 17:55:00 → ORD 2026-12-20 18:41:00.
• United Airlines UA424: ORD 2027-01-03 20:30:00 → EWR 2027-01-03 23:50:00; nonstop; 140 minutes. Local airport times.

2026-12-20 → 2027-01-03 · Axel-exclusive $330.38

• United Airlines UA2294 / UA4517: EWR 2026-12-20 07:55:00 → ORD 2026-12-20 12:25:00; 1 stop(s) via STL; 330 minutes. Local airport times.
  • UA2294: EWR 2026-12-20 07:55:00 → STL 2026-12-20 09:50:00; layover at STL: 60 minutes.
  • UA4517: STL 2026-12-20 10:50:00 → ORD 2026-12-20 12:25:00.
• United Airlines UA424: ORD 2027-01-03 20:30:00 → EWR 2027-01-03 23:50:00; nonstop; 140 minutes. Local airport times.

2026-12-20 → 2027-01-03 · Axel-exclusive $330.38

• United Airlines UA4582 / UA4405: EWR 2026-12-20 14:30:00 → ORD 2026-12-20 18:43:00; 1 stop(s) via RIC; 313 minutes. Local airport times.
  • UA4582: EWR 2026-12-20 14:30:00 → RIC 2026-12-20 16:03:00; layover at RIC: 67 minutes.
  • UA4405: RIC 2026-12-20 17:10:00 → ORD 2026-12-20 18:43:00.
• United Airlines UA424: ORD 2027-01-03 20:30:00 → EWR 2027-01-03 23:50:00; nonstop; 140 minutes. Local airport times.

2026-12-20 → 2027-01-03 · Axel-exclusive $330.38

• United Airlines UA4474 / UA3591: EWR 2026-12-20 15:40:00 → ORD 2026-12-20 20:20:00; 1 stop(s) via PIT; 340 minutes. Local airport times.
  • UA4474: EWR 2026-12-20 15:40:00 → PIT 2026-12-20 17:13:00; layover at PIT: 132 minutes.
  • UA3591: PIT 2026-12-20 19:25:00 → ORD 2026-12-20 20:20:00.
• United Airlines UA424: ORD 2027-01-03 20:30:00 → EWR 2027-01-03 23:50:00; nonstop; 140 minutes. Local airport times.

2026-12-20 → 2027-01-03 · Axel-exclusive $330.38

• United Airlines UA2677 / UA421: EWR 2026-12-20 20:11:00 → ORD 2026-12-21 00:01:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
  • UA2677: EWR 2026-12-20 20:11:00 → IAD 2026-12-20 21:30:00; layover at IAD: 77 minutes.
  • UA421: IAD 2026-12-20 22:47:00 → ORD 2026-12-21 00:01:00.
• United Airlines UA424: ORD 2027-01-03 20:30:00 → EWR 2027-01-03 23:50:00; nonstop; 140 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 19, 2026 · Return options
• Dec 21, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Newark (EWR) to Chicago (ORD) · Dec 20, 2026 · return Jan 3, 2027: 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.
• 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.
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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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