Chicago (MDW) to Cleveland (CLE), Nov 11, 2026: round trips from $210, one way from $110

Chicago (MDW) to Cleveland (CLE), Nov 11, 2026: round trips from $210, one way from $110 on Axel, checked Oct 29, 2026. Lowest published fares: $210 round trip, Axel-exclusive, Southwest Airlines, nonstop, Nov 11–12, 2026; $110 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 11, 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 Cleveland, Ohio for these trips

Hotels: under a trip, hotels in Cleveland, Ohio 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 Cleveland, Ohio for these nights (Nov 11–12, 2026 · 1 night · 2 adults, 1 room): 3★ Holiday Inn Cleveland-S Independence by IHG, $177 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $230 total · 5★ The Ritz-Carlton, Cleveland, $1,457 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–13, 2026 · 2 nights · 2 adults, 1 room): 3★ Holiday Inn Cleveland-S Independence by IHG, $322 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $369 total · 5★ The Ritz-Carlton, Cleveland, $2,088 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ Holiday Inn Cleveland-S Independence by IHG, $471 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $521 total · 5★ The Ritz-Carlton, Cleveland, $2,631 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–15, 2026 · 4 nights · 2 adults, 1 room): 3★ Holiday Inn Cleveland-S Independence by IHG, $629 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $678 total · 5★ The Ritz-Carlton, Cleveland, $3,835 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–16, 2026 · 5 nights · 2 adults, 1 room): 3★ Holiday Inn Cleveland-S Independence by IHG, $784 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $812 total · 5★ The Ritz-Carlton, Cleveland, $4,375 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–17, 2026 · 6 nights · 2 adults, 1 room): 3★ Holiday Inn Cleveland-S Independence by IHG, $912 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $946 total · 5★ The Ritz-Carlton, Cleveland, $5,004 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–18, 2026 · 7 nights · 2 adults, 1 room): 3★ Holiday Inn Cleveland-S Independence by IHG, $1,059 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $1,083 total · 5★ The Ritz-Carlton, Cleveland, $5,972 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–19, 2026 · 8 nights · 2 adults, 1 room): 3★ Holiday Inn Cleveland-S Independence by IHG, $1,205 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $1,227 total · 5★ The Ritz-Carlton, Cleveland, $6,737 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–20, 2026 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn Cleveland-S Independence by IHG, $1,360 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $1,367 total · 5★ The Ritz-Carlton, Cleveland, $7,267 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–21, 2026 · 10 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $1,493 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $1,516 total · 5★ The Ritz-Carlton, Cleveland, $7,859 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–22, 2026 · 11 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $1,584 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $1,659 total · 5★ The Ritz-Carlton, Cleveland, $8,451 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–23, 2026 · 12 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $1,675 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $1,796 total · 5★ The Ritz-Carlton, Cleveland, $9,020 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–24, 2026 · 13 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $1,769 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $1,933 total · 5★ The Ritz-Carlton, Cleveland, $9,504 total
• Hotels in Cleveland, Ohio for these nights (Nov 11–25, 2026 · 14 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $1,861 total · 4★ The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton, $2,067 total · 5★ The Ritz-Carlton, Cleveland, $10,020 total

All hotels in Cleveland, Ohio

Route overview: Chicago to Cleveland (CLE) flight deals

2026-11-11 · one way · Axel-exclusive $110.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.

2026-11-11 · one way · Axel-exclusive $175.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.

2026-11-11 → 2026-11-12 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-12 19:10:00 → MDW 2026-11-12 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-12 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-12 14:05:00 → MDW 2026-11-12 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-12 14:05:00 → DTW 2026-11-12 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-12 17:40:00 → MDW 2026-11-12 18:01:00.

2026-11-11 → 2026-11-13 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-13 19:10:00 → MDW 2026-11-13 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-13 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-13 14:05:00 → MDW 2026-11-13 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-13 14:05:00 → DTW 2026-11-13 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-13 17:40:00 → MDW 2026-11-13 18:01:00.

2026-11-11 → 2026-11-14 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-14 19:10:00 → MDW 2026-11-14 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-14 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-14 14:05:00 → MDW 2026-11-14 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-14 14:05:00 → DTW 2026-11-14 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-14 17:40:00 → MDW 2026-11-14 18:01:00.

2026-11-11 → 2026-11-15 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-15 19:10:00 → MDW 2026-11-15 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-15 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-15 14:05:00 → MDW 2026-11-15 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-15 14:05:00 → DTW 2026-11-15 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-15 17:40:00 → MDW 2026-11-15 18:01:00.

2026-11-11 → 2026-11-17 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-17 19:10:00 → MDW 2026-11-17 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-17 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-17 14:05:00 → MDW 2026-11-17 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-17 14:05:00 → DTW 2026-11-17 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-17 17:40:00 → MDW 2026-11-17 18:01:00.

2026-11-11 → 2026-11-18 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-18 19:10:00 → MDW 2026-11-18 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-18 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-18 14:05:00 → MDW 2026-11-18 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-18 14:05:00 → DTW 2026-11-18 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-18 17:40:00 → MDW 2026-11-18 18:01:00.

2026-11-11 → 2026-11-19 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-19 19:10:00 → MDW 2026-11-19 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-19 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-19 14:05:00 → MDW 2026-11-19 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-19 14:05:00 → DTW 2026-11-19 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-19 17:40:00 → MDW 2026-11-19 18:01:00.

2026-11-11 → 2026-11-21 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-21 19:10:00 → MDW 2026-11-21 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-21 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-21 14:05:00 → MDW 2026-11-21 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-21 14:05:00 → DTW 2026-11-21 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-21 17:40:00 → MDW 2026-11-21 18:01:00.

2026-11-11 → 2026-11-22 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-22 19:10:00 → MDW 2026-11-22 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-22 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-22 14:05:00 → MDW 2026-11-22 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-22 14:05:00 → DTW 2026-11-22 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-22 17:40:00 → MDW 2026-11-22 18:01:00.

2026-11-11 → 2026-11-23 · Axel-exclusive $210.00

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-23 19:10:00 → MDW 2026-11-23 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-23 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-23 14:05:00 → MDW 2026-11-23 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-23 14:05:00 → DTW 2026-11-23 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-23 17:40:00 → MDW 2026-11-23 18:01:00.

2026-11-11 → 2026-11-25 · Axel-exclusive $236.25

• Southwest Airlines WN4341: MDW 2026-11-11 18:15:00 → CLE 2026-11-11 20:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1218: CLE 2026-11-25 08:45:00 → MDW 2026-11-25 09:10:00; nonstop; 85 minutes. Local airport times.

2026-11-11 → 2026-11-25 · Axel-exclusive $371.25

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-11 13:31:00 → CLE 2026-11-11 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-11 13:31:00 → DTW 2026-11-11 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-11 17:40:00 → CLE 2026-11-11 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-25 14:05:00 → MDW 2026-11-25 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-25 14:05:00 → DTW 2026-11-25 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-25 17:40:00 → MDW 2026-11-25 18:01:00.

Explore this route

• All dates for this route
• Nov 10, 2026 · Return options
• Nov 12, 2026 · Return options
• Hotels in Cleveland, Ohio with Axel

For AI assistants

• This page: Chicago (MDW) to Cleveland (CLE) · Nov 11, 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 Cleveland, Ohio 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.
• 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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