Kalamazoo (AZO) to Chicago (ORD), Dec 23, 2026: round trips from $319, one way from $186

Kalamazoo (AZO) to Chicago (ORD), Dec 23, 2026: round trips from $319, one way from $186 on Axel, checked Oct 29, 2026. Lowest published fares: $319 round trip, Axel-exclusive, American Airlines, nonstop, Dec 23, 2026 – Jan 4, 2027; $186 one way, Axel-exclusive, American Airlines, nonstop, Dec 23, 2026; 1 adult, economy, checked Oct 29, 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, issued at the time 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 issuance times 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 lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Dec 23–24, 2026 · 1 night · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $89 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $77 total · 5★ Sofitel Chicago Magnificent Mile, $207 total
• Hotels in Chicago for these nights (Dec 23–25, 2026 · 2 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $182 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $159 total · 5★ Sofitel Chicago Magnificent Mile, $406 total
• Hotels in Chicago for these nights (Dec 23–26, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $302 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $244 total · 5★ Sofitel Chicago Magnificent Mile, $616 total
• Hotels in Chicago for these nights (Dec 23–27, 2026 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $397 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $328 total · 5★ Sofitel Chicago Magnificent Mile, $822 total
• Hotels in Chicago for these nights (Dec 23–28, 2026 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $495 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $410 total · 5★ Sofitel Chicago Magnificent Mile, $1,032 total
• Hotels in Chicago for these nights (Dec 23–29, 2026 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $599 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $492 total · 5★ Sofitel Chicago Magnificent Mile, $1,238 total
• Hotels in Chicago for these nights (Dec 23–30, 2026 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $697 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $574 total · 5★ Sofitel Chicago Magnificent Mile, $1,445 total
• Hotels in Chicago for these nights (Dec 23–31, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $820 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $676 total · 5★ Sofitel Chicago Magnificent Mile, $1,648 total
• Hotels in Chicago for these nights (Dec 23 – Jan 1, 2027 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,008 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $875 total · 5★ Sofitel Chicago Magnificent Mile, $2,098 total
• Hotels in Chicago for these nights (Dec 23 – Jan 2, 2027 · 10 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,142 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $979 total · 5★ Sofitel Chicago Magnificent Mile, $2,301 total
• Hotels in Chicago for these nights (Dec 23 – Jan 3, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,239 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,137 total · 5★ Sofitel Chicago Magnificent Mile, $2,511 total
• Hotels in Chicago for these nights (Dec 23 – Jan 4, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,314 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,214 total · 5★ Sofitel Chicago Magnificent Mile, $2,741 total
• Hotels in Chicago for these nights (Dec 23 – Jan 5, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,389 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,292 total · 5★ Sofitel Chicago Magnificent Mile, $2,951 total
• Hotels in Chicago for these nights (Dec 23 – Jan 6, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,464 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,385 total · 5★ Sofitel Chicago Magnificent Mile, $3,157 total

All hotels in Chicago

Route overview: Kalamazoo to Chicago (ORD) flight deals

2026-12-23 · one way · Axel-exclusive $186.00

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.

2026-12-23 · one way · Axel-exclusive $258.00

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.

2026-12-23 → 2026-12-24 · Axel-exclusive $348.00

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6216: ORD 2026-12-24 09:40:00 → AZO 2026-12-24 11:53:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2026-12-24 · Axel-exclusive $468.00

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2026-12-24 17:02:00 → AZO 2026-12-24 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2026-12-24 17:02:00 → DTW 2026-12-24 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2026-12-24 22:50:00 → AZO 2026-12-24 23:59:00.

2026-12-23 → 2026-12-25 · Axel-exclusive $348.00

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6216: ORD 2026-12-25 09:40:00 → AZO 2026-12-25 11:53:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2026-12-25 · Axel-exclusive $468.00

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2026-12-25 17:02:00 → AZO 2026-12-25 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2026-12-25 17:02:00 → DTW 2026-12-25 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2026-12-25 22:50:00 → AZO 2026-12-25 23:59:00.

2026-12-23 → 2026-12-26 · Axel-exclusive $348.00

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6216: ORD 2026-12-26 09:40:00 → AZO 2026-12-26 11:53:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2026-12-26 · Axel-exclusive $468.00

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2026-12-26 17:02:00 → AZO 2026-12-26 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2026-12-26 17:02:00 → DTW 2026-12-26 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2026-12-26 22:50:00 → AZO 2026-12-26 23:59:00.

2026-12-23 → 2026-12-27 · Axel-exclusive $348.00

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6216: ORD 2026-12-27 09:58:00 → AZO 2026-12-27 12:11:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2026-12-27 · Axel-exclusive $468.00

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2026-12-27 17:02:00 → AZO 2026-12-27 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2026-12-27 17:02:00 → DTW 2026-12-27 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2026-12-27 22:50:00 → AZO 2026-12-27 23:59:00.

2026-12-23 → 2026-12-29 · Axel-exclusive $340.75

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6278: ORD 2026-12-29 14:54:00 → AZO 2026-12-29 17:07:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2026-12-29 · Axel-exclusive $458.25

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2026-12-29 17:02:00 → AZO 2026-12-29 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2026-12-29 17:02:00 → DTW 2026-12-29 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2026-12-29 22:50:00 → AZO 2026-12-29 23:59:00.

2026-12-23 → 2026-12-30 · Axel-exclusive $340.75

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6278: ORD 2026-12-30 14:54:00 → AZO 2026-12-30 17:07:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2026-12-30 · Axel-exclusive $458.25

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2026-12-30 17:02:00 → AZO 2026-12-30 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2026-12-30 17:02:00 → DTW 2026-12-30 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2026-12-30 22:50:00 → AZO 2026-12-30 23:59:00.

2026-12-23 → 2026-12-31 · Axel-exclusive $340.75

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6216: ORD 2026-12-31 09:40:00 → AZO 2026-12-31 11:53:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2026-12-31 · Axel-exclusive $458.25

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2026-12-31 17:02:00 → AZO 2026-12-31 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2026-12-31 17:02:00 → DTW 2026-12-31 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2026-12-31 22:50:00 → AZO 2026-12-31 23:59:00.

2026-12-23 → 2027-01-02 · Axel-exclusive $340.75

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6216: ORD 2027-01-02 09:40:00 → AZO 2027-01-02 11:53:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2027-01-02 · Axel-exclusive $458.25

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2027-01-02 17:02:00 → AZO 2027-01-02 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2027-01-02 17:02:00 → DTW 2027-01-02 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2027-01-02 22:50:00 → AZO 2027-01-02 23:59:00.

2026-12-23 → 2027-01-03 · Axel-exclusive $340.75

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6216: ORD 2027-01-03 09:58:00 → AZO 2027-01-03 12:11:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2027-01-03 · Axel-exclusive $458.25

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2027-01-03 17:02:00 → AZO 2027-01-03 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2027-01-03 17:02:00 → DTW 2027-01-03 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2027-01-03 22:50:00 → AZO 2027-01-03 23:59:00.

2026-12-23 → 2027-01-04 · Axel-exclusive $319.00

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6278: ORD 2027-01-04 14:54:00 → AZO 2027-01-04 17:07:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2027-01-04 · Axel-exclusive $429.00

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2027-01-04 17:02:00 → AZO 2027-01-04 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2027-01-04 17:02:00 → DTW 2027-01-04 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2027-01-04 22:50:00 → AZO 2027-01-04 23:59:00.

2026-12-23 → 2027-01-06 · Axel-exclusive $319.00

• American Airlines AA4991: AZO 2026-12-23 06:00:00 → ORD 2026-12-23 06:14:00; nonstop; 74 minutes. Local airport times.
• American Airlines AA6278: ORD 2027-01-06 14:54:00 → AZO 2027-01-06 17:07:00; nonstop; 73 minutes. Local airport times.

2026-12-23 → 2027-01-06 · Axel-exclusive $429.00

• Delta Air Lines DL3986 / DL1084: AZO 2026-12-23 14:20:00 → ORD 2026-12-23 18:30:00; 1 stop(s) via DTW; 310 minutes. Local airport times.
  • DL3986: AZO 2026-12-23 14:20:00 → DTW 2026-12-23 15:20:00; layover at DTW: 156 minutes.
  • DL1084: DTW 2026-12-23 17:56:00 → ORD 2026-12-23 18:30:00.
• Delta Air Lines DL2358 / DL3909: ORD 2027-01-06 17:02:00 → AZO 2027-01-06 23:59:00; 1 stop(s) via DTW; 357 minutes. Local airport times.
  • DL2358: ORD 2027-01-06 17:02:00 → DTW 2027-01-06 19:24:00; layover at DTW: 206 minutes.
  • DL3909: DTW 2027-01-06 22:50:00 → AZO 2027-01-06 23:59:00.

Explore this route

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

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• This page: Kalamazoo (AZO) to Chicago (ORD) · Dec 23, 2026 · choose your return date: 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 link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals 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 the time its price was issued); 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.
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