Chicago (MDW) to Honolulu (HNL), Feb 13, 2027: round trips from $720, one way from $403

Chicago (MDW) to Honolulu (HNL), Feb 13, 2027: round trips from $720, one way from $403 on Axel, checked Nov 15, 2026. Lowest published fares: $720 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Feb 13–17, 2027; $403 one way, Axel-exclusive, Southwest Airlines, 1 stop, Feb 13, 2027; 1 adult, economy, checked Nov 15, 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
2027-02-13 · one way Southwest Airlines WN2995 + WN4524 05:05:00→14:00:00 12h 55m 1 stop via PHX Axel-exclusive $403 Nov 15, 2026
2027-02-13 · one way Delta Air Lines DL1285 + DL438 06:00:00→18:02:00 16h 02m 1 stop via ATL Axel-exclusive $449 Nov 15, 2026
2027-02-13 → 2027-02-14 Southwest Airlines WN2995 + WN4524 / WN1276 + WN3443 05:05:00→14:00:00 12h 55m 1 stop via PHX · 21:00:00→12:35:00 11h 35m 1 stop via PHX Axel-exclusive $771 Nov 15, 2026
2027-02-13 → 2027-02-14 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $851 Nov 15, 2026
2027-02-13 → 2027-02-15 Southwest Airlines WN2995 + WN4524 / WN1276 + WN3443 05:05:00→14:00:00 12h 55m 1 stop via PHX · 21:00:00→12:35:00 11h 35m 1 stop via PHX Axel-exclusive $771 Nov 15, 2026
2027-02-13 → 2027-02-15 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $851 Nov 15, 2026
2027-02-13 → 2027-02-16 Southwest Airlines WN2995 + WN4524 / WN4415 + WN4028 05:05:00→14:00:00 12h 55m 1 stop via PHX · 13:20:00→05:45:00 12h 25m 1 stop via SMF Axel-exclusive $771 Nov 15, 2026
2027-02-13 → 2027-02-16 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $851 Nov 15, 2026
2027-02-13 → 2027-02-17 Southwest Airlines WN2995 + WN4524 / WN4415 + WN4028 05:05:00→14:00:00 12h 55m 1 stop via PHX · 13:20:00→05:45:00 12h 25m 1 stop via SMF Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-17 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-18 Southwest Airlines WN2995 + WN4524 / WN2038 + WN3310 05:05:00→14:00:00 12h 55m 1 stop via PHX · 15:15:00→05:40:00 10h 25m 1 stop via ONT Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-18 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-19 Southwest Airlines WN2995 + WN4524 / WN4415 + WN4028 05:05:00→14:00:00 12h 55m 1 stop via PHX · 13:20:00→05:45:00 12h 25m 1 stop via SMF Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-19 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-20 Southwest Airlines WN2995 + WN4524 / WN2038 + WN3310 05:05:00→14:00:00 12h 55m 1 stop via PHX · 15:15:00→05:40:00 10h 25m 1 stop via ONT Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-20 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-21 Southwest Airlines WN2995 + WN4524 / WN1276 + WN3443 05:05:00→14:00:00 12h 55m 1 stop via PHX · 21:00:00→12:35:00 11h 35m 1 stop via PHX Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-21 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-22 Southwest Airlines WN2995 + WN4524 / WN1276 + WN3443 05:05:00→14:00:00 12h 55m 1 stop via PHX · 21:00:00→12:35:00 11h 35m 1 stop via PHX Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-22 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-23 Southwest Airlines WN2995 + WN4524 / WN4415 + WN4028 05:05:00→14:00:00 12h 55m 1 stop via PHX · 13:20:00→05:45:00 12h 25m 1 stop via SMF Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-23 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-24 Southwest Airlines WN2995 + WN4524 / WN4415 + WN4028 05:05:00→14:00:00 12h 55m 1 stop via PHX · 13:20:00→05:45:00 12h 25m 1 stop via SMF Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-24 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-25 Southwest Airlines WN2995 + WN4524 / WN2038 + WN3310 05:05:00→14:00:00 12h 55m 1 stop via PHX · 15:15:00→05:40:00 10h 25m 1 stop via ONT Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-25 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-26 Southwest Airlines WN2995 + WN4524 / WN4415 + WN4028 05:05:00→14:00:00 12h 55m 1 stop via PHX · 13:20:00→05:45:00 12h 25m 1 stop via SMF Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-26 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-02-27 Southwest Airlines WN2995 + WN4524 / WN2038 + WN3310 05:05:00→14:00:00 12h 55m 1 stop via PHX · 15:15:00→05:40:00 10h 25m 1 stop via ONT Axel-exclusive $720 Nov 15, 2026
2027-02-13 → 2027-02-27 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $796 Nov 15, 2026
2027-02-13 → 2027-03-06 Southwest Airlines WN2995 + WN4524 / WN2038 + WN3310 05:05:00→14:00:00 12h 55m 1 stop via PHX · 15:15:00→05:40:00 10h 25m 1 stop via ONT Axel-exclusive $737 Nov 15, 2026
2027-02-13 → 2027-03-06 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→09:46:00 13h 21m 1 stop via DTW Axel-exclusive $814 Nov 15, 2026
2027-02-13 → 2027-03-13 Southwest Airlines WN2995 + WN4524 / WN2038 + WN3310 05:05:00→14:00:00 12h 55m 1 stop via PHX · 15:15:00→06:40:00 10h 25m 1 stop via ONT Axel-exclusive $737 Nov 15, 2026
2027-02-13 → 2027-03-13 Delta Air Lines DL1285 + DL438 / DL386 + DL4684 06:00:00→18:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW Axel-exclusive $814 Nov 15, 2026

Hotels in Honolulu for these trips

Hotels: under a trip, hotels in Honolulu 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 Honolulu

Route overview: Chicago to Honolulu (HNL) flight deals

2027-02-13 · one way · Axel-exclusive $403

2027-02-13 · one way · Axel-exclusive $449

2027-02-13 → 2027-02-14 · Axel-exclusive $771

2027-02-13 → 2027-02-14 · Axel-exclusive $851

2027-02-13 → 2027-02-15 · Axel-exclusive $771

2027-02-13 → 2027-02-15 · Axel-exclusive $851

2027-02-13 → 2027-02-17 · Axel-exclusive $720

2027-02-13 → 2027-02-17 · Axel-exclusive $796

2027-02-13 → 2027-02-18 · Axel-exclusive $720

2027-02-13 → 2027-02-18 · Axel-exclusive $796

2027-02-13 → 2027-02-20 · Axel-exclusive $720

2027-02-13 → 2027-02-20 · Axel-exclusive $796

2027-02-13 → 2027-02-21 · Axel-exclusive $720

2027-02-13 → 2027-02-21 · Axel-exclusive $796

2027-02-13 → 2027-02-23 · Axel-exclusive $720

2027-02-13 → 2027-02-23 · Axel-exclusive $796

2027-02-13 → 2027-02-24 · Axel-exclusive $720

2027-02-13 → 2027-02-24 · Axel-exclusive $796

2027-02-13 → 2027-02-26 · Axel-exclusive $720

2027-02-13 → 2027-02-26 · Axel-exclusive $796

2027-02-13 → 2027-02-27 · Axel-exclusive $720

2027-02-13 → 2027-02-27 · Axel-exclusive $796

2027-02-13 → 2027-03-13 · Axel-exclusive $737

2027-02-13 → 2027-03-13 · Axel-exclusive $814

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