New Haven (HVN) to Chicago (ORD), Jan 30, 2027: round trips from $209, one way from $109

New Haven (HVN) to Chicago (ORD), Jan 30, 2027: round trips from $209, one way from $109 on Axel, checked Nov 12, 2026. Lowest published fares: $209 round trip, Axel-exclusive, XP, nonstop, Jan 30–31, 2027; $109 one way, Axel-exclusive, XP, nonstop, Jan 30, 2027; 1 adult, economy, checked Nov 12, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Jan 30–31, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $75 a night · 4★ Freehand Chicago, $78 a night · 5★ Sofitel Chicago Magnificent Mile, $258 a night
• Hotels in Chicago for these nights (Jan 30 – Feb 1, 2027 · 2 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $79 a night, $158 for 2 nights · 4★ Freehand Chicago, $75 a night, $150 for 2 nights · 5★ Sofitel Chicago Magnificent Mile, $260 a night, $520 for 2 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 2, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $82 a night, $247 for 3 nights · 4★ Freehand Chicago, $74 a night, $223 for 3 nights · 5★ Sofitel Chicago Magnificent Mile, $259 a night, $778 for 3 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 3, 2027 · 4 nights · 2 adults, 1 room): 3★ Hotel Versey, $82 a night, $329 for 4 nights · 4★ Freehand Chicago, $74 a night, $294 for 4 nights · 5★ Sofitel Chicago Magnificent Mile, $260 a night, $1,040 for 4 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 4, 2027 · 5 nights · 2 adults, 1 room): 3★ Hotel Versey, $80 a night, $402 for 5 nights · 4★ Freehand Chicago, $73 a night, $367 for 5 nights · 5★ Sofitel Chicago Magnificent Mile, $260 a night, $1,302 for 5 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 5, 2027 · 6 nights · 2 adults, 1 room): 3★ Hotel Versey, $79 a night, $476 for 6 nights · 4★ Freehand Chicago, $73 a night, $439 for 6 nights · 5★ Sofitel Chicago Magnificent Mile, $261 a night, $1,564 for 6 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $83 a night, $578 for 7 nights · 4★ Freehand Chicago, $74 a night, $518 for 7 nights · 5★ Sofitel Chicago Magnificent Mile, $261 a night, $1,828 for 7 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 7, 2027 · 8 nights · 2 adults, 1 room): 3★ Hotel Versey, $86 a night, $691 for 8 nights · 4★ Freehand Chicago, $75 a night, $597 for 8 nights · 5★ Sofitel Chicago Magnificent Mile, $261 a night, $2,090 for 8 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 8, 2027 · 9 nights · 2 adults, 1 room): 3★ Hotel Versey, $86 a night, $774 for 9 nights · 4★ Freehand Chicago, $74 a night, $670 for 9 nights · 5★ Sofitel Chicago Magnificent Mile, $263 a night, $2,363 for 9 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 9, 2027 · 10 nights · 2 adults, 1 room): 3★ Hotel Versey, $86 a night, $857 for 10 nights · 4★ Freehand Chicago, $74 a night, $743 for 10 nights · 5★ Sofitel Chicago Magnificent Mile, $263 a night, $2,625 for 10 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 10, 2027 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey, $85 a night, $938 for 11 nights · 4★ Freehand Chicago, $74 a night, $816 for 11 nights · 5★ Sofitel Chicago Magnificent Mile, $262 a night, $2,883 for 11 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 11, 2027 · 12 nights · 2 adults, 1 room): 3★ Hotel Versey, $85 a night, $1,022 for 12 nights · 4★ Freehand Chicago, $74 a night, $889 for 12 nights · 5★ Sofitel Chicago Magnificent Mile, $263 a night, $3,150 for 12 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 12, 2027 · 13 nights · 2 adults, 1 room): 3★ Hotel Versey, $85 a night, $1,105 for 13 nights · 4★ Freehand Chicago, $74 a night, $963 for 13 nights · 5★ Sofitel Chicago Magnificent Mile, $262 a night, $3,408 for 13 nights
• Hotels in Chicago for these nights (Jan 30 – Feb 13, 2027 · 14 nights · 2 adults, 1 room): 3★ Hotel Versey, $88 a night, $1,234 for 14 nights · 4★ Freehand Chicago, $82 a night, $1,147 for 14 nights · 5★ Sofitel Chicago Magnificent Mile, $263 a night, $3,675 for 14 nights

All hotels in Chicago

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

2027-01-30 · one way · Axel-exclusive $109.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.

2027-01-30 → 2027-01-31 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-01-31 19:07:00 → HVN 2027-01-31 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-01 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-01 19:07:00 → HVN 2027-02-01 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-02 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-02 19:07:00 → HVN 2027-02-02 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-03 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-03 19:07:00 → HVN 2027-02-03 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-05 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-05 19:07:00 → HVN 2027-02-05 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-06 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-06 19:07:00 → HVN 2027-02-06 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-07 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-07 19:07:00 → HVN 2027-02-07 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-09 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-09 19:07:00 → HVN 2027-02-09 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-10 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-10 19:07:00 → HVN 2027-02-10 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-11 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-11 19:07:00 → HVN 2027-02-11 22:30:00; nonstop; 143 minutes. Local airport times.

2027-01-30 → 2027-02-13 · Axel-exclusive $209.00

• XP XP421: HVN 2027-01-30 16:25:00 → ORD 2027-01-30 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-02-13 19:07:00 → HVN 2027-02-13 22:30:00; nonstop; 143 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 29, 2027 · Return options
• Jan 31, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: New Haven (HVN) to Chicago (ORD) · Jan 30, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
• Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
• 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 New Haven to Chicago (ORD) 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.

Feedback (optional): Missing info · Axel issue