Charlotte (CLT) to Chicago (MDW), Dec 31, 2026: round trips from $315, one way from $181

Charlotte (CLT) to Chicago (MDW), Dec 31, 2026: round trips from $315, one way from $181 on Axel, checked Oct 29, 2026. Lowest published fares: $315 round trip, Axel-exclusive, Southwest Airlines, nonstop, Dec 31, 2026 – Jan 4, 2027; $181 one way, Axel-exclusive, Southwest Airlines, nonstop, Dec 31, 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 31 – Jan 1, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago-South/University Medical Center, $161 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $135 total · 5★ Sofitel Chicago Magnificent Mile, $450 total
• Hotels in Chicago for these nights (Dec 31 – Jan 2, 2027 · 2 nights · 2 adults, 1 room): 3★ The Willows Hotel, $312 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $282 total · 5★ Sofitel Chicago Magnificent Mile, $653 total
• Hotels in Chicago for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $409 total · 4★ Warwick Allerton - Chicago, $407 total · 5★ Sofitel Chicago Magnificent Mile, $863 total
• Hotels in Chicago for these nights (Dec 31 – Jan 4, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $484 total · 4★ Warwick Allerton - Chicago, $496 total · 5★ Sofitel Chicago Magnificent Mile, $1,093 total
• Hotels in Chicago for these nights (Dec 31 – Jan 5, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $559 total · 4★ Warwick Allerton - Chicago, $584 total · 5★ Sofitel Chicago Magnificent Mile, $1,303 total
• Hotels in Chicago for these nights (Dec 31 – Jan 6, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $634 total · 4★ Warwick Allerton - Chicago, $680 total · 5★ Sofitel Chicago Magnificent Mile, $1,509 total
• Hotels in Chicago for these nights (Dec 31 – Jan 7, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $717 total · 4★ Warwick Allerton - Chicago, $765 total · 5★ Sofitel Chicago Magnificent Mile, $1,719 total
• Hotels in Chicago for these nights (Dec 31 – Jan 8, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $792 total · 4★ Warwick Allerton - Chicago, $857 total · 5★ Sofitel Chicago Magnificent Mile, $1,918 total
• Hotels in Chicago for these nights (Dec 31 – Jan 9, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $875 total · 4★ Warwick Allerton - Chicago, $946 total · 5★ Sofitel Chicago Magnificent Mile, $2,168 total
• Hotels in Chicago for these nights (Dec 31 – Jan 10, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $950 total · 4★ Warwick Allerton - Chicago, $1,042 total · 5★ Sofitel Chicago Magnificent Mile, $2,426 total
• Hotels in Chicago for these nights (Dec 31 – Jan 11, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,025 total · 4★ Warwick Allerton - Chicago, $1,127 total · 5★ Sofitel Chicago Magnificent Mile, $2,645 total
• Hotels in Chicago for these nights (Dec 31 – Jan 12, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,110 total · 4★ Warwick Allerton - Chicago, $1,212 total · 5★ Sofitel Chicago Magnificent Mile, $2,899 total
• Hotels in Chicago for these nights (Dec 31 – Jan 13, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,185 total · 4★ Warwick Allerton - Chicago, $1,299 total · 5★ Sofitel Chicago Magnificent Mile, $3,153 total
• Hotels in Chicago for these nights (Dec 31 – Jan 14, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,260 total · 4★ Warwick Allerton - Chicago, $1,387 total · 5★ Sofitel Chicago Magnificent Mile, $3,407 total

All hotels in Chicago

Route overview: Charlotte to Chicago (MDW) flight deals

2026-12-31 · one way · Axel-exclusive $181.25

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.

2026-12-31 · one way · Axel-exclusive $218.75

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.

2026-12-31 → 2027-01-01 · Axel-exclusive $350.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN294: MDW 2027-01-01 12:50:00 → CLT 2027-01-01 15:45:00; nonstop; 115 minutes. Local airport times.

2026-12-31 → 2027-01-01 · Axel-exclusive $412.50

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-01 11:28:00 → CLT 2027-01-01 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-01 11:28:00 → ATL 2027-01-01 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-01 16:59:00 → CLT 2027-01-01 18:11:00.

2026-12-31 → 2027-01-02 · Axel-exclusive $350.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN4120: MDW 2027-01-02 18:55:00 → CLT 2027-01-02 21:55:00; nonstop; 120 minutes. Local airport times.

2026-12-31 → 2027-01-02 · Axel-exclusive $412.50

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-02 11:28:00 → CLT 2027-01-02 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-02 11:28:00 → ATL 2027-01-02 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-02 16:59:00 → CLT 2027-01-02 18:11:00.

2026-12-31 → 2027-01-03 · Axel-exclusive $350.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN4120: MDW 2027-01-03 19:05:00 → CLT 2027-01-03 22:10:00; nonstop; 125 minutes. Local airport times.

2026-12-31 → 2027-01-03 · Axel-exclusive $412.50

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-03 11:28:00 → CLT 2027-01-03 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-03 11:28:00 → ATL 2027-01-03 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-03 16:59:00 → CLT 2027-01-03 18:11:00.

2026-12-31 → 2027-01-04 · Axel-exclusive $315.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN4120: MDW 2027-01-04 19:05:00 → CLT 2027-01-04 22:10:00; nonstop; 125 minutes. Local airport times.

2026-12-31 → 2027-01-04 · Axel-exclusive $371.25

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-04 11:28:00 → CLT 2027-01-04 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-04 11:28:00 → ATL 2027-01-04 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-04 16:59:00 → CLT 2027-01-04 18:11:00.

2026-12-31 → 2027-01-06 · Axel-exclusive $315.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN4120: MDW 2027-01-06 19:05:00 → CLT 2027-01-06 22:10:00; nonstop; 125 minutes. Local airport times.

2026-12-31 → 2027-01-06 · Axel-exclusive $371.25

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-06 11:28:00 → CLT 2027-01-06 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-06 11:28:00 → ATL 2027-01-06 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-06 16:59:00 → CLT 2027-01-06 18:11:00.

2026-12-31 → 2027-01-07 · Axel-exclusive $315.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN4120: MDW 2027-01-07 18:25:00 → CLT 2027-01-07 21:25:00; nonstop; 120 minutes. Local airport times.

2026-12-31 → 2027-01-07 · Axel-exclusive $371.25

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-07 11:28:00 → CLT 2027-01-07 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-07 11:28:00 → ATL 2027-01-07 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-07 16:59:00 → CLT 2027-01-07 18:11:00.

2026-12-31 → 2027-01-08 · Axel-exclusive $315.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN294: MDW 2027-01-08 12:50:00 → CLT 2027-01-08 15:45:00; nonstop; 115 minutes. Local airport times.

2026-12-31 → 2027-01-08 · Axel-exclusive $371.25

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-08 11:28:00 → CLT 2027-01-08 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-08 11:28:00 → ATL 2027-01-08 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-08 16:59:00 → CLT 2027-01-08 18:11:00.

2026-12-31 → 2027-01-10 · Axel-exclusive $315.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN4120: MDW 2027-01-10 19:05:00 → CLT 2027-01-10 22:10:00; nonstop; 125 minutes. Local airport times.

2026-12-31 → 2027-01-10 · Axel-exclusive $371.25

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-10 11:28:00 → CLT 2027-01-10 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-10 11:28:00 → ATL 2027-01-10 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-10 16:59:00 → CLT 2027-01-10 18:11:00.

2026-12-31 → 2027-01-11 · Axel-exclusive $315.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN4120: MDW 2027-01-11 19:05:00 → CLT 2027-01-11 22:10:00; nonstop; 125 minutes. Local airport times.

2026-12-31 → 2027-01-11 · Axel-exclusive $371.25

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-11 11:28:00 → CLT 2027-01-11 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-11 11:28:00 → ATL 2027-01-11 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-11 16:59:00 → CLT 2027-01-11 18:11:00.

2026-12-31 → 2027-01-12 · Axel-exclusive $315.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN4120: MDW 2027-01-12 19:05:00 → CLT 2027-01-12 22:10:00; nonstop; 125 minutes. Local airport times.

2026-12-31 → 2027-01-12 · Axel-exclusive $371.25

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL4711 / DL1429: MDW 2027-01-12 09:30:00 → CLT 2027-01-12 16:12:00; 1 stop(s) via DTW; 342 minutes. Local airport times.
  • DL4711: MDW 2027-01-12 09:30:00 → DTW 2027-01-12 11:45:00; layover at DTW: 151 minutes.
  • DL1429: DTW 2027-01-12 14:16:00 → CLT 2027-01-12 16:12:00.

2026-12-31 → 2027-01-14 · Axel-exclusive $315.00

• Southwest Airlines WN2583: CLT 2026-12-31 19:10:00 → MDW 2026-12-31 20:10:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN4120: MDW 2027-01-14 18:25:00 → CLT 2027-01-14 21:25:00; nonstop; 120 minutes. Local airport times.

2026-12-31 → 2027-01-14 · Axel-exclusive $371.25

• Delta Air Lines DL1656 / DL1063: CLT 2026-12-31 06:30:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
  • DL1656: CLT 2026-12-31 06:30:00 → ATL 2026-12-31 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL1063 / DL3158: MDW 2027-01-14 11:28:00 → CLT 2027-01-14 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
  • DL1063: MDW 2027-01-14 11:28:00 → ATL 2027-01-14 14:22:00; layover at ATL: 157 minutes.
  • DL3158: ATL 2027-01-14 16:59:00 → CLT 2027-01-14 18:11:00.

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: Charlotte (CLT) to Chicago (MDW) · Dec 31, 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.
• 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 Charlotte to Chicago (MDW) 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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