Chicago (MDW) to Detroit (DTW), Apr 29, 2027: round trips from $249, one way from $129

Chicago (MDW) to Detroit (DTW), Apr 29, 2027: round trips from $249, one way from $129 on Axel, checked Nov 14, 2026. Lowest published fares: $249 round trip, Axel-exclusive, Southwest Airlines, nonstop, Apr 29–30, 2027; $129 one way, Axel-exclusive, Southwest Airlines, nonstop, Apr 29, 2027; 1 adult, economy, checked Nov 14, 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, labelled with the check date 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 check dates already shown here.

Exact travel dates Airline Flights Times, duration, stops Total price Price checked
2027-04-29 · one way Southwest Airlines WN4172 17:45:00→19:55:00 1h 10m nonstop Axel-exclusive $129 Nov 14, 2026
2027-04-29 · one way Delta Air Lines DL4690 18:15:00→20:34:00 1h 19m nonstop Axel-exclusive $149 Nov 14, 2026
2027-04-29 → 2027-04-30 Southwest Airlines WN4172 / WN955 17:45:00→19:55:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-04-30 Delta Air Lines DL4690 / DL4677 18:15:00→20:34:00 1h 19m nonstop · 18:15:00→18:37:00 1h 22m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-01 Southwest Airlines WN4172 / WN1411 17:45:00→19:55:00 1h 10m nonstop · 20:00:00→20:20:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-01 Delta Air Lines DL4690 / DL4677 18:15:00→20:34:00 1h 19m nonstop · 18:15:00→18:37:00 1h 22m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-02 Southwest Airlines WN4172 / WN1124 17:45:00→19:55:00 1h 10m nonstop · 15:45:00→16:00:00 1h 15m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-02 Delta Air Lines DL4690 / DL4688 18:15:00→20:34:00 1h 19m nonstop · 12:44:00→13:01:00 1h 17m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-03 Southwest Airlines WN4172 / WN1326 17:45:00→19:55:00 1h 10m nonstop · 20:00:00→20:20:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-03 Delta Air Lines DL4690 / DL4677 18:15:00→20:34:00 1h 19m nonstop · 18:15:00→18:37:00 1h 22m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-04 Southwest Airlines WN4172 / WN955 17:45:00→19:55:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-04 Delta Air Lines DL4690 / DL4688 18:15:00→20:34:00 1h 19m nonstop · 12:44:00→13:01:00 1h 17m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-05 Southwest Airlines WN4172 / WN955 17:45:00→19:55:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-05 Delta Air Lines DL4690 / DL4684 18:15:00→20:34:00 1h 19m nonstop · 09:10:00→09:46:00 1h 36m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-06 Southwest Airlines WN4172 / WN759 17:45:00→19:55:00 1h 10m nonstop · 19:45:00→20:05:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-06 Delta Air Lines DL4690 / DL4677 18:15:00→20:34:00 1h 19m nonstop · 18:15:00→18:37:00 1h 22m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-07 Southwest Airlines WN4172 / WN955 17:45:00→19:55:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-07 Delta Air Lines DL4690 / DL4677 18:15:00→20:34:00 1h 19m nonstop · 18:15:00→18:37:00 1h 22m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-08 Southwest Airlines WN4172 / WN1411 17:45:00→19:55:00 1h 10m nonstop · 20:00:00→20:20:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-08 Delta Air Lines DL4690 / DL4677 18:15:00→20:34:00 1h 19m nonstop · 18:15:00→18:37:00 1h 22m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-09 Southwest Airlines WN4172 / WN1124 17:45:00→19:55:00 1h 10m nonstop · 15:45:00→16:00:00 1h 15m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-09 Delta Air Lines DL4690 / DL4688 18:15:00→20:34:00 1h 19m nonstop · 12:44:00→13:01:00 1h 17m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-10 Southwest Airlines WN4172 / WN1326 17:45:00→19:55:00 1h 10m nonstop · 20:00:00→20:20:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-10 Delta Air Lines DL4690 / DL4677 18:15:00→20:34:00 1h 19m nonstop · 18:15:00→18:37:00 1h 22m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-11 Southwest Airlines WN4172 / WN955 17:45:00→19:55:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-11 Delta Air Lines DL4690 / DL4688 18:15:00→20:34:00 1h 19m nonstop · 12:44:00→13:01:00 1h 17m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-12 Southwest Airlines WN4172 / WN955 17:45:00→19:55:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-12 Delta Air Lines DL4690 / DL4684 18:15:00→20:34:00 1h 19m nonstop · 09:10:00→09:46:00 1h 36m nonstop Axel-exclusive $279 Nov 14, 2026
2027-04-29 → 2027-05-13 Southwest Airlines WN4172 / WN759 17:45:00→19:55:00 1h 10m nonstop · 19:45:00→20:05:00 1h 20m nonstop Axel-exclusive $249 Nov 14, 2026
2027-04-29 → 2027-05-13 Delta Air Lines DL4690 / DL4677 18:15:00→20:34:00 1h 19m nonstop · 18:15:00→18:37:00 1h 22m nonstop Axel-exclusive $279 Nov 14, 2026

Hotels in Detroit for these trips

Hotels: under a trip, hotels in Detroit for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in Detroit

Route overview: Chicago to Detroit (DTW) flight deals

2027-04-29 · one way · Axel-exclusive $129

2027-04-29 · one way · Axel-exclusive $149

2027-04-29 → 2027-04-30 · Axel-exclusive $249

2027-04-29 → 2027-04-30 · Axel-exclusive $279

2027-04-29 → 2027-05-01 · Axel-exclusive $249

2027-04-29 → 2027-05-01 · Axel-exclusive $279

2027-04-29 → 2027-05-02 · Axel-exclusive $249

2027-04-29 → 2027-05-02 · Axel-exclusive $279

2027-04-29 → 2027-05-03 · Axel-exclusive $249

2027-04-29 → 2027-05-03 · Axel-exclusive $279

2027-04-29 → 2027-05-05 · Axel-exclusive $249

2027-04-29 → 2027-05-05 · Axel-exclusive $279

2027-04-29 → 2027-05-06 · Axel-exclusive $249

2027-04-29 → 2027-05-06 · Axel-exclusive $279

2027-04-29 → 2027-05-07 · Axel-exclusive $249

2027-04-29 → 2027-05-07 · Axel-exclusive $279

2027-04-29 → 2027-05-09 · Axel-exclusive $249

2027-04-29 → 2027-05-09 · Axel-exclusive $279

2027-04-29 → 2027-05-10 · Axel-exclusive $249

2027-04-29 → 2027-05-10 · Axel-exclusive $279

2027-04-29 → 2027-05-11 · Axel-exclusive $249

2027-04-29 → 2027-05-11 · Axel-exclusive $279

2027-04-29 → 2027-05-13 · Axel-exclusive $249

2027-04-29 → 2027-05-13 · Axel-exclusive $279

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