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Indianapolis → Chicago

Dec 20, 2026 · return Dec 22, 2026

IND → MDW1 adulteconomyRound trip

3 flight options · 2 airlines

Nonstop flights

Sun, Dec 20 – Tue, Dec 22

Southwest Airlines
5:40 pmIND
1h 10m
Nonstop
5:50 pmMDW
Southwest Airlines
10:20 amMDW
1h
Nonstop
12:20 pmIND

Round-trip total · 1 adult · Taxes included

Sun, Dec 20 – Tue, Dec 22

Southwest Airlines
6:45 amIND
1h 10m
Nonstop
6:55 amMDW
Southwest Airlines
10:20 amMDW
1h
Nonstop
12:20 pmIND

Round-trip total · 1 adult · Taxes included

One-stop flights

Sun, Dec 20 – Tue, Dec 22

Delta Air Lines
6:43 amIND
4h 3m
DTW · 1h 15m
9:46 amMDW
Delta Air Lines
1:31 pmMDW
5h 2m
DTW · 2h 26m
7:33 pmIND

Round-trip total · 1 adult · Taxes included

Make this trip yours

IND ⇄ MDW

Economy

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

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More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
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.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-20 → 2026-12-22Southwest AirlinesWN2224 / WN548$306.002026-10-29T01:14:21Z
2026-12-20 → 2026-12-22Delta Air LinesDL4634 + DL4684 / DL4688 + DL4957$462.002026-10-29T01:14:21Z
2026-12-20 → 2026-12-22Southwest AirlinesWN368 / WN548$306.002026-10-29T01:14:21Z

2026-12-20 → 2026-12-22 · $306.00

  • Southwest Airlines WN2224: IND 2026-12-20 17:40:00 → MDW 2026-12-20 17:50:00; nonstop; 70 minutes. Local airport times.
  • Southwest Airlines WN548: MDW 2026-12-22 10:20:00 → IND 2026-12-22 12:20:00; nonstop; 60 minutes. Local airport times.

2026-12-20 → 2026-12-22 · $462.00

  • Delta Air Lines DL4634 / DL4684: IND 2026-12-20 06:43:00 → MDW 2026-12-20 09:46:00; 1 stop(s) via DTW; 243 minutes. Local airport times.
    • DL4634: IND 2026-12-20 06:43:00 → DTW 2026-12-20 07:55:00; layover at DTW: 75 minutes.
    • DL4684: DTW 2026-12-20 09:10:00 → MDW 2026-12-20 09:46:00.
  • Delta Air Lines DL4688 / DL4957: MDW 2026-12-22 13:31:00 → IND 2026-12-22 19:33:00; 1 stop(s) via DTW; 302 minutes. Local airport times.
    • DL4688: MDW 2026-12-22 13:31:00 → DTW 2026-12-22 15:44:00; layover at DTW: 146 minutes.
    • DL4957: DTW 2026-12-22 18:10:00 → IND 2026-12-22 19:33:00.

2026-12-20 → 2026-12-22 · $306.00

  • Southwest Airlines WN368: IND 2026-12-20 06:45:00 → MDW 2026-12-20 06:55:00; nonstop; 70 minutes. Local airport times.
  • Southwest Airlines WN548: MDW 2026-12-22 10:20:00 → IND 2026-12-22 12:20:00; nonstop; 60 minutes. Local airport times.

More dates for this route