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Route overview: Charlotte to Chicago (MDW) flight deals

Charlotte → Chicago

Nov 7, 2026 · return Nov 8, 2026

CLT → MDW1 adulteconomyRound trip

7 flight options · 2 airlines

Nonstop flights

Sat, Nov 7 – Sun, Nov 8

Southwest Airlines
7:10 pmCLT
2h
Nonstop
8:10 pmMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 7 – Sun, Nov 8

Southwest Airlines
7:40 amCLT
2h
Nonstop
8:40 amMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Sat, Nov 7 – Sun, Nov 8

Delta Air Lines
6:30 amCLT
4h 30m
ATL · 1h
10:00 amMDW
Delta Air Lines
9:30 amMDW
5h 42m
DTW · 2h 31m
4:12 pmCLT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 7 – Sun, Nov 8

Southwest Airlines
8:05 amCLT
5h 10m
BWI · 1h 30m
12:15 pmMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 7 – Sun, Nov 8

Southwest Airlines
6:20 pmCLT
5h 40m
STL · 2h 20m
11:00 pmMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 7 – Sun, Nov 8

Southwest Airlines
11:00 amCLT
6h 15m
BNA · 3h 15m
4:15 pmMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 7 – Sun, Nov 8

Delta Air Lines
1:22 pmCLT
5h 39m
DTW · 2h 30m
6:01 pmMDW
Delta Air Lines
9:30 amMDW
5h 42m
DTW · 2h 31m
4:12 pmCLT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Make this trip yours

CLT ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Southwest Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
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Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

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For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-11-07 → 2026-11-08Southwest AirlinesWN2583 / WN294Axel-exclusive $280.002026-10-29T00:58:16Z
2026-11-07 → 2026-11-08Delta Air LinesDL1656 + DL1063 / DL4711 + DL1429Axel-exclusive $330.002026-10-29T00:58:16Z
2026-11-07 → 2026-11-08Southwest AirlinesWN1226 / WN294Axel-exclusive $280.002026-10-29T00:58:16Z
2026-11-07 → 2026-11-08Southwest AirlinesWN1228 + WN1070 / WN294Axel-exclusive $275.002026-10-29T00:58:16Z
2026-11-07 → 2026-11-08Southwest AirlinesWN1090 + WN4770 / WN294Axel-exclusive $275.002026-10-29T00:58:16Z
2026-11-07 → 2026-11-08Southwest AirlinesWN1295 + WN2062 / WN294Axel-exclusive $275.002026-10-29T00:58:16Z
2026-11-07 → 2026-11-08Delta Air LinesDL2684 + DL4677 / DL4711 + DL1429Axel-exclusive $330.002026-10-29T00:58:16Z

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.

All hotels in Chicago

Route overview: Charlotte to Chicago (MDW) flight deals

2026-11-07 → 2026-11-08 · Axel-exclusive $280.00

  • Southwest Airlines WN2583: CLT 2026-11-07 19:10:00 → MDW 2026-11-07 20:10:00; nonstop; 120 minutes. Local airport times.
  • Southwest Airlines WN294: MDW 2026-11-08 12:50:00 → CLT 2026-11-08 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $330.00

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

2026-11-07 → 2026-11-08 · Axel-exclusive $280.00

  • Southwest Airlines WN1226: CLT 2026-11-07 07:40:00 → MDW 2026-11-07 08:40:00; nonstop; 120 minutes. Local airport times.
  • Southwest Airlines WN294: MDW 2026-11-08 12:50:00 → CLT 2026-11-08 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $275.00

  • Southwest Airlines WN1228 / WN1070: CLT 2026-11-07 08:05:00 → MDW 2026-11-07 12:15:00; 1 stop(s) via BWI; 310 minutes. Local airport times.
    • WN1228: CLT 2026-11-07 08:05:00 → BWI 2026-11-07 09:35:00; layover at BWI: 90 minutes.
    • WN1070: BWI 2026-11-07 11:05:00 → MDW 2026-11-07 12:15:00.
  • Southwest Airlines WN294: MDW 2026-11-08 12:50:00 → CLT 2026-11-08 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $275.00

  • Southwest Airlines WN1090 / WN4770: CLT 2026-11-07 18:20:00 → MDW 2026-11-07 23:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
    • WN1090: CLT 2026-11-07 18:20:00 → STL 2026-11-07 19:30:00; layover at STL: 140 minutes.
    • WN4770: STL 2026-11-07 21:50:00 → MDW 2026-11-07 23:00:00.
  • Southwest Airlines WN294: MDW 2026-11-08 12:50:00 → CLT 2026-11-08 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $275.00

  • Southwest Airlines WN1295 / WN2062: CLT 2026-11-07 11:00:00 → MDW 2026-11-07 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
    • WN1295: CLT 2026-11-07 11:00:00 → BNA 2026-11-07 11:30:00; layover at BNA: 195 minutes.
    • WN2062: BNA 2026-11-07 14:45:00 → MDW 2026-11-07 16:15:00.
  • Southwest Airlines WN294: MDW 2026-11-08 12:50:00 → CLT 2026-11-08 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $330.00

  • Delta Air Lines DL2684 / DL4677: CLT 2026-11-07 13:22:00 → MDW 2026-11-07 18:01:00; 1 stop(s) via DTW; 339 minutes. Local airport times.
    • DL2684: CLT 2026-11-07 13:22:00 → DTW 2026-11-07 15:10:00; layover at DTW: 150 minutes.
    • DL4677: DTW 2026-11-07 17:40:00 → MDW 2026-11-07 18:01:00.
  • Delta Air Lines DL4711 / DL1429: MDW 2026-11-08 09:30:00 → CLT 2026-11-08 16:12:00; 1 stop(s) via DTW; 342 minutes. Local airport times.
    • DL4711: MDW 2026-11-08 09:30:00 → DTW 2026-11-08 11:45:00; layover at DTW: 151 minutes.
    • DL1429: DTW 2026-11-08 14:16:00 → CLT 2026-11-08 16:12:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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For AI assistants

  • This page: Charlotte (CLT) to Chicago (MDW) · Nov 7, 2026 · return Nov 8, 2026: 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: the lowest 3★, 4★ and 5★ stay totals for 2 adults in 1 room, each linking to that hotel's page for those dates.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • 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.