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Indianapolis → Chicago

Jan 25, 2027 · return Feb 4, 2027

IND → MDW1 adulteconomyRound trip

3 flight options · 2 airlines

Nonstop flights

Mon, Jan 25 – Thu, Feb 4

Southwest Airlines
5:40 pmIND
1h 10m
Nonstop
5:50 pmMDW
Southwest Airlines
9:45 amMDW
1h
Nonstop
11:45 amIND

Round-trip total · 1 adult · Taxes included

Mon, Jan 25 – Thu, Feb 4

Southwest Airlines
5:30 amIND
1h 10m
Nonstop
5:40 amMDW
Southwest Airlines
9:45 amMDW
1h
Nonstop
11:45 amIND

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Jan 25 – Thu, Feb 4

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 24, 2026 → Nov 29, 2026Dec 22, 2026 → Dec 27, 2026Dec 30, 2026 → Jan 2, 2027Jan 15, 2027 → Jan 18, 2027Oct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Jan 22, 2027 → Jan 25, 2027Oct 30, 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)
2027-01-25 → 2027-02-04Southwest AirlinesWN2224 / WN2314$255.002026-10-29T01:14:21Z
2027-01-25 → 2027-02-04Delta Air LinesDL4634 + DL4684 / DL4688 + DL4957$385.002026-10-29T01:14:21Z
2027-01-25 → 2027-02-04Southwest AirlinesWN2223 / WN2314$255.002026-10-29T01:14:21Z

2027-01-25 → 2027-02-04 · $255.00

  • Southwest Airlines WN2224: IND 2027-01-25 17:40:00 → MDW 2027-01-25 17:50:00; nonstop; 70 minutes. Local airport times.
  • Southwest Airlines WN2314: MDW 2027-02-04 09:45:00 → IND 2027-02-04 11:45:00; nonstop; 60 minutes. Local airport times.

2027-01-25 → 2027-02-04 · $385.00

  • Delta Air Lines DL4634 / DL4684: IND 2027-01-25 06:43:00 → MDW 2027-01-25 09:46:00; 1 stop(s) via DTW; 243 minutes. Local airport times.
    • DL4634: IND 2027-01-25 06:43:00 → DTW 2027-01-25 07:55:00; layover at DTW: 75 minutes.
    • DL4684: DTW 2027-01-25 09:10:00 → MDW 2027-01-25 09:46:00.
  • Delta Air Lines DL4688 / DL4957: MDW 2027-02-04 13:31:00 → IND 2027-02-04 19:33:00; 1 stop(s) via DTW; 302 minutes. Local airport times.
    • DL4688: MDW 2027-02-04 13:31:00 → DTW 2027-02-04 15:44:00; layover at DTW: 146 minutes.
    • DL4957: DTW 2027-02-04 18:10:00 → IND 2027-02-04 19:33:00.

2027-01-25 → 2027-02-04 · $255.00

  • Southwest Airlines WN2223: IND 2027-01-25 05:30:00 → MDW 2027-01-25 05:40:00; nonstop; 70 minutes. Local airport times.
  • Southwest Airlines WN2314: MDW 2027-02-04 09:45:00 → IND 2027-02-04 11:45:00; nonstop; 60 minutes. Local airport times.

More dates for this route