Chicago (MDW) to Detroit (DTW), May 28, 2027: round trips from $268, one way from $148

Chicago (MDW) to Detroit (DTW), May 28, 2027: round trips from $268, one way from $148 on Axel, checked Nov 14, 2026. Lowest published fares: $268 round trip, Axel-exclusive, Southwest Airlines, nonstop, May 28, 2027 – Jun 1, 2027; $148 one way, Axel-exclusive, Southwest Airlines, nonstop, May 28, 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
2027-05-28 · one way Southwest Airlines WN1076 08:20:00→10:30:00 1h 10m nonstop Axel-exclusive $148 Nov 14, 2026
2027-05-28 · one way Delta Air Lines DL4690 18:15:00→20:34:00 1h 19m nonstop Axel-exclusive $171 Nov 14, 2026
2027-05-28 → 2027-05-29 Southwest Airlines WN1076 / WN1411 08:20:00→10:30:00 1h 10m nonstop · 20:00:00→20:20:00 1h 20m nonstop Axel-exclusive $286 Nov 14, 2026
2027-05-28 → 2027-05-29 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 $321 Nov 14, 2026
2027-05-28 → 2027-05-30 Southwest Airlines WN1076 / WN1124 08:20:00→10:30:00 1h 10m nonstop · 15:45:00→16:00:00 1h 15m nonstop Axel-exclusive $286 Nov 14, 2026
2027-05-28 → 2027-05-30 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 $321 Nov 14, 2026
2027-05-28 → 2027-05-31 Southwest Airlines WN1076 / WN1326 08:20:00→10:30:00 1h 10m nonstop · 20:00:00→20:20:00 1h 20m nonstop Axel-exclusive $286 Nov 14, 2026
2027-05-28 → 2027-05-31 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 $321 Nov 14, 2026
2027-05-28 → 2027-06-01 Southwest Airlines WN1076 / WN955 08:20:00→10:30:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-01 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-02 Southwest Airlines WN1076 / WN955 08:20:00→10:30:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-02 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-03 Southwest Airlines WN1076 / WN759 08:20:00→10:30:00 1h 10m nonstop · 19:45:00→20:05:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-03 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-04 Southwest Airlines WN1076 / WN955 08:20:00→10:30:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-04 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-05 Southwest Airlines WN1076 / WN1411 08:20:00→10:30:00 1h 10m nonstop · 20:00:00→20:20:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-05 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-06 Southwest Airlines WN1076 / WN1124 08:20:00→10:30:00 1h 10m nonstop · 15:45:00→16:00:00 1h 15m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-06 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-07 Southwest Airlines WN1076 / WN1326 08:20:00→10:30:00 1h 10m nonstop · 20:00:00→20:20:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-07 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-08 Southwest Airlines WN1076 / WN955 08:20:00→10:30:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-08 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-09 Southwest Airlines WN1076 / WN955 08:20:00→10:30:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-09 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-10 Southwest Airlines WN1076 / WN759 08:20:00→10:30:00 1h 10m nonstop · 19:45:00→20:05:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-10 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 $300 Nov 14, 2026
2027-05-28 → 2027-06-11 Southwest Airlines WN1076 / WN955 08:20:00→10:30:00 1h 10m nonstop · 19:35:00→19:55:00 1h 20m nonstop Axel-exclusive $268 Nov 14, 2026
2027-05-28 → 2027-06-11 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 $300 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

2027-05-28 · one way · Axel-exclusive $148

2027-05-28 · one way · Axel-exclusive $171

2027-05-28 → 2027-05-29 · Axel-exclusive $286

2027-05-28 → 2027-05-29 · Axel-exclusive $321

2027-05-28 → 2027-05-30 · Axel-exclusive $286

2027-05-28 → 2027-05-30 · Axel-exclusive $321

2027-05-28 → 2027-05-31 · Axel-exclusive $286

2027-05-28 → 2027-05-31 · Axel-exclusive $321

2027-05-28 → 2027-06-01 · Axel-exclusive $268

2027-05-28 → 2027-06-01 · Axel-exclusive $300

2027-05-28 → 2027-06-03 · Axel-exclusive $268

2027-05-28 → 2027-06-03 · Axel-exclusive $300

2027-05-28 → 2027-06-04 · Axel-exclusive $268

2027-05-28 → 2027-06-04 · Axel-exclusive $300

2027-05-28 → 2027-06-05 · Axel-exclusive $268

2027-05-28 → 2027-06-05 · Axel-exclusive $300

2027-05-28 → 2027-06-07 · Axel-exclusive $268

2027-05-28 → 2027-06-07 · Axel-exclusive $300

2027-05-28 → 2027-06-08 · Axel-exclusive $268

2027-05-28 → 2027-06-08 · Axel-exclusive $300

2027-05-28 → 2027-06-09 · Axel-exclusive $268

2027-05-28 → 2027-06-09 · Axel-exclusive $300

2027-05-28 → 2027-06-11 · Axel-exclusive $268

2027-05-28 → 2027-06-11 · Axel-exclusive $300

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