Houston (IAH) to Chicago (ORD) · Dec 31, 2026 · return Jan 5, 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 31 – Jan 5, 2027 · 5 nights · 2 adults, 1 room): 3★ The Willows Hotel, $637 total · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $725 total · 5★ Nobu Hotel Chicago, $1,972 total

All hotels in Chicago

Route overview: Houston to Chicago (ORD) flight deals

2026-12-31 → 2027-01-05 · Axel-exclusive $157.50

• Frontier Airlines F91852: IAH 2026-12-31 07:38:00 → ORD 2026-12-31 10:28:00; nonstop; 170 minutes. Local airport times.
• Frontier Airlines F93135: ORD 2027-01-05 16:08:00 → IAH 2027-01-05 19:17:00; nonstop; 189 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $326.25

• American Airlines AA2917: IAH 2026-12-31 14:43:00 → ORD 2026-12-31 17:29:00; nonstop; 166 minutes. Local airport times.
• American Airlines AA2896: ORD 2027-01-05 07:30:00 → IAH 2027-01-05 10:25:00; nonstop; 175 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $337.50

• United Airlines UA787: IAH 2026-12-31 22:05:00 → ORD 2027-01-01 00:44:00; nonstop; 159 minutes. Local airport times.
• United Airlines UA564: ORD 2027-01-05 05:30:00 → IAH 2027-01-05 08:30:00; nonstop; 180 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $157.50

• Frontier Airlines F91882: IAH 2026-12-31 20:12:00 → ORD 2026-12-31 23:06:00; nonstop; 174 minutes. Local airport times.
• Frontier Airlines F93135: ORD 2027-01-05 16:08:00 → IAH 2027-01-05 19:17:00; nonstop; 189 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $326.25

• American Airlines AA2896: IAH 2026-12-31 11:15:00 → ORD 2026-12-31 14:04:00; nonstop; 169 minutes. Local airport times.
• American Airlines AA2896: ORD 2027-01-05 07:30:00 → IAH 2027-01-05 10:25:00; nonstop; 175 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $337.50

• United Airlines UA2124: IAH 2026-12-31 10:05:00 → ORD 2026-12-31 13:03:00; nonstop; 178 minutes. Local airport times.
• United Airlines UA564: ORD 2027-01-05 05:30:00 → IAH 2027-01-05 08:30:00; nonstop; 180 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $325.00

• United Airlines UA5365 / UA5253: IAH 2026-12-31 12:16:00 → ORD 2026-12-31 17:05:00; 1 stop(s) via SGF; 289 minutes. Local airport times.
  • UA5365: IAH 2026-12-31 12:16:00 → SGF 2026-12-31 14:10:00; layover at SGF: 65 minutes.
  • UA5253: SGF 2026-12-31 15:15:00 → ORD 2026-12-31 17:05:00.
• United Airlines UA564: ORD 2027-01-05 05:30:00 → IAH 2027-01-05 08:30:00; nonstop; 180 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $325.00

• United Airlines UA4556 / UA4517: IAH 2026-12-31 07:40:00 → ORD 2026-12-31 12:25:00; 1 stop(s) via STL; 285 minutes. Local airport times.
  • UA4556: IAH 2026-12-31 07:40:00 → STL 2026-12-31 09:49:00; layover at STL: 61 minutes.
  • UA4517: STL 2026-12-31 10:50:00 → ORD 2026-12-31 12:25:00.
• United Airlines UA564: ORD 2027-01-05 05:30:00 → IAH 2027-01-05 08:30:00; nonstop; 180 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $325.00

• United Airlines UA1898 / UA2761: IAH 2026-12-31 09:43:00 → ORD 2026-12-31 14:55:00; 1 stop(s) via BNA; 312 minutes. Local airport times.
  • UA1898: IAH 2026-12-31 09:43:00 → BNA 2026-12-31 11:39:00; layover at BNA: 81 minutes.
  • UA2761: BNA 2026-12-31 13:00:00 → ORD 2026-12-31 14:55:00.
• United Airlines UA564: ORD 2027-01-05 05:30:00 → IAH 2027-01-05 08:30:00; nonstop; 180 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $325.00

• United Airlines UA5696 / UA739: IAH 2026-12-31 11:57:00 → ORD 2026-12-31 17:20:00; 1 stop(s) via OMA; 323 minutes. Local airport times.
  • UA5696: IAH 2026-12-31 11:57:00 → OMA 2026-12-31 14:16:00; layover at OMA: 75 minutes.
  • UA739: OMA 2026-12-31 15:31:00 → ORD 2026-12-31 17:20:00.
• United Airlines UA564: ORD 2027-01-05 05:30:00 → IAH 2027-01-05 08:30:00; nonstop; 180 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $325.00

• United Airlines UA4030 / UA3476: IAH 2026-12-31 12:05:00 → ORD 2026-12-31 17:05:00; 1 stop(s) via MCI; 300 minutes. Local airport times.
  • UA4030: IAH 2026-12-31 12:05:00 → MCI 2026-12-31 14:13:00; layover at MCI: 64 minutes.
  • UA3476: MCI 2026-12-31 15:17:00 → ORD 2026-12-31 17:05:00.
• United Airlines UA564: ORD 2027-01-05 05:30:00 → IAH 2027-01-05 08:30:00; nonstop; 180 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $325.00

• United Airlines UA2074 / UA1401: IAH 2026-12-31 09:46:00 → ORD 2026-12-31 15:06:00; 1 stop(s) via DFW; 320 minutes. Local airport times.
  • UA2074: IAH 2026-12-31 09:46:00 → DFW 2026-12-31 11:11:00; layover at DFW: 88 minutes.
  • UA1401: DFW 2026-12-31 12:39:00 → ORD 2026-12-31 15:06:00.
• United Airlines UA564: ORD 2027-01-05 05:30:00 → IAH 2027-01-05 08:30:00; nonstop; 180 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 30, 2026 · Return options
• Jan 1, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Houston (IAH) to Chicago (ORD) · Dec 31, 2026 · return Jan 5, 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.
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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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