Chicago (MDW) to Cleveland (CLE), Nov 15, 2026: round trips from $210, one way from $110

Chicago (MDW) to Cleveland (CLE), Nov 15, 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 15–16, 2026; $110 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 15, 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 15–16, 2026 · 1 night · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $98 total · 4★ The Westin Cleveland Downtown, $109 total · 5★ The Ritz-Carlton, Cleveland, $540 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–17, 2026 · 2 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $189 total · 4★ The Westin Cleveland Downtown, $247 total · 5★ The Ritz-Carlton, Cleveland, $1,169 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–18, 2026 · 3 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $283 total · 4★ The Westin Cleveland Downtown, $382 total · 5★ The Ritz-Carlton, Cleveland, $2,137 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–19, 2026 · 4 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $374 total · 4★ The Westin Cleveland Downtown, $521 total · 5★ The Ritz-Carlton, Cleveland, $2,902 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–20, 2026 · 5 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $465 total · 4★ The Westin Cleveland Downtown, $628 total · 5★ The Ritz-Carlton, Cleveland, $3,432 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–21, 2026 · 6 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $556 total · 4★ The Westin Cleveland Downtown, $737 total · 5★ The Ritz-Carlton, Cleveland, $4,024 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–22, 2026 · 7 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $647 total · 4★ The Westin Cleveland Downtown, $862 total · 5★ The Ritz-Carlton, Cleveland, $4,616 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–23, 2026 · 8 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $738 total · 4★ The Westin Cleveland Downtown, $962 total · 5★ The Ritz-Carlton, Cleveland, $5,185 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–24, 2026 · 9 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $832 total · 4★ The Westin Cleveland Downtown, $1,061 total · 5★ The Ritz-Carlton, Cleveland, $5,669 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–25, 2026 · 10 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $924 total · 4★ The Westin Cleveland Downtown, $1,157 total · 5★ The Ritz-Carlton, Cleveland, $6,185 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–26, 2026 · 11 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $1,019 total · 4★ The Westin Cleveland Downtown, $1,256 total · 5★ The Ritz-Carlton, Cleveland, $6,687 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–27, 2026 · 12 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $1,109 total · 4★ The Westin Cleveland Downtown, $1,351 total · 5★ The Ritz-Carlton, Cleveland, $7,244 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–28, 2026 · 13 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $1,204 total · 4★ The Westin Cleveland Downtown, $1,447 total · 5★ The Ritz-Carlton, Cleveland, $7,765 total
• Hotels in Cleveland, Ohio for these nights (Nov 15–29, 2026 · 14 nights · 2 adults, 1 room): 3★ Hilton Garden Inn Cleveland Downtown, $1,318 total · 4★ The Westin Cleveland Downtown, $1,628 total · 5★ The Ritz-Carlton, Cleveland, $8,528 total

All hotels in Cleveland, Ohio

Route overview: Chicago to Cleveland (CLE) flight deals

2026-11-15 · one way · Axel-exclusive $110.00

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; nonstop; 75 minutes. Local airport times.

2026-11-15 · one way · Axel-exclusive $175.00

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

2026-11-15 → 2026-11-16 · Axel-exclusive $210.00

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1220: CLE 2026-11-16 19:10:00 → MDW 2026-11-16 19:35:00; nonstop; 85 minutes. Local airport times.

2026-11-15 → 2026-11-16 · Axel-exclusive $330.00

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-15 13:31:00 → CLE 2026-11-15 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-15 13:31:00 → DTW 2026-11-15 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-15 17:40:00 → CLE 2026-11-15 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-16 14:05:00 → MDW 2026-11-16 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-16 14:05:00 → DTW 2026-11-16 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-16 17:40:00 → MDW 2026-11-16 18:01:00.

2026-11-15 → 2026-11-17 · Axel-exclusive $210.00

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; 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.

2026-11-15 → 2026-11-17 · Axel-exclusive $330.00

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

2026-11-15 → 2026-11-18 · Axel-exclusive $210.00

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; 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.

2026-11-15 → 2026-11-18 · Axel-exclusive $330.00

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

2026-11-15 → 2026-11-19 · Axel-exclusive $210.00

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; 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.

2026-11-15 → 2026-11-19 · Axel-exclusive $330.00

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

2026-11-15 → 2026-11-21 · Axel-exclusive $210.00

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; 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.

2026-11-15 → 2026-11-21 · Axel-exclusive $330.00

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

2026-11-15 → 2026-11-22 · Axel-exclusive $210.00

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; 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.

2026-11-15 → 2026-11-22 · Axel-exclusive $330.00

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

2026-11-15 → 2026-11-23 · Axel-exclusive $210.00

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; 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.

2026-11-15 → 2026-11-23 · Axel-exclusive $330.00

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

2026-11-15 → 2026-11-25 · Axel-exclusive $236.25

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; 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.

2026-11-15 → 2026-11-25 · Axel-exclusive $371.25

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

2026-11-15 → 2026-11-26 · Axel-exclusive $236.25

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1218: CLE 2026-11-26 08:45:00 → MDW 2026-11-26 09:10:00; nonstop; 85 minutes. Local airport times.

2026-11-15 → 2026-11-26 · Axel-exclusive $371.25

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-15 13:31:00 → CLE 2026-11-15 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-15 13:31:00 → DTW 2026-11-15 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-15 17:40:00 → CLE 2026-11-15 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-26 14:05:00 → MDW 2026-11-26 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-26 14:05:00 → DTW 2026-11-26 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-26 17:40:00 → MDW 2026-11-26 18:01:00.

2026-11-15 → 2026-11-27 · Axel-exclusive $236.25

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1218: CLE 2026-11-27 08:45:00 → MDW 2026-11-27 09:10:00; nonstop; 85 minutes. Local airport times.

2026-11-15 → 2026-11-27 · Axel-exclusive $371.25

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-15 13:31:00 → CLE 2026-11-15 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-15 13:31:00 → DTW 2026-11-15 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-15 17:40:00 → CLE 2026-11-15 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-27 14:05:00 → MDW 2026-11-27 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-27 14:05:00 → DTW 2026-11-27 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-27 17:40:00 → MDW 2026-11-27 18:01:00.

2026-11-15 → 2026-11-29 · Axel-exclusive $236.25

• Southwest Airlines WN4528: MDW 2026-11-15 20:40:00 → CLE 2026-11-15 22:55:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN1218: CLE 2026-11-29 08:45:00 → MDW 2026-11-29 09:10:00; nonstop; 85 minutes. Local airport times.

2026-11-15 → 2026-11-29 · Axel-exclusive $371.25

• Delta Air Lines DL4688 / DL4954: MDW 2026-11-15 13:31:00 → CLE 2026-11-15 18:40:00; 1 stop(s) via DTW; 249 minutes. Local airport times.
  • DL4688: MDW 2026-11-15 13:31:00 → DTW 2026-11-15 15:44:00; layover at DTW: 116 minutes.
  • DL4954: DTW 2026-11-15 17:40:00 → CLE 2026-11-15 18:40:00.
• Delta Air Lines DL5359 / DL4677: CLE 2026-11-29 14:05:00 → MDW 2026-11-29 18:01:00; 1 stop(s) via DTW; 296 minutes. Local airport times.
  • DL5359: CLE 2026-11-29 14:05:00 → DTW 2026-11-29 15:10:00; layover at DTW: 150 minutes.
  • DL4677: DTW 2026-11-29 17:40:00 → MDW 2026-11-29 18:01:00.

Explore this route

• All dates for this route
• Nov 14, 2026 · Return options
• Nov 16, 2026 · Return options
• Hotels in Cleveland, Ohio with Axel

For AI assistants

• This page: Chicago (MDW) to Cleveland (CLE) · Nov 15, 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.
• 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 Chicago to Cleveland (CLE) 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.

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