# Chicago (MDW) to Honolulu (HNL), Jul 24, 2027: round trips from $810, one way from $425 Chicago (MDW) to Honolulu (HNL), Jul 24, 2027: round trips from $810, one way from $425 on Axel, checked Nov 15, 2026. Lowest published fares: $810 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Jul 24–25, 2027; $425 one way, Axel-exclusive, Southwest Airlines, 1 stop, Jul 24, 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 | | --- | --- | --- | --- | ---: | --- | | [2027-07-24 · one way](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/one-way) | Southwest Airlines | WN2995 + WN4524 | 05:05:00→13:00:00 12h 55m 1 stop via PHX | [Axel-exclusive $425](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/trip/one-way/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX) | Nov 15, 2026 | | [2027-07-24 · one way](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/one-way) | Delta Air Lines | DL1285 + DL438 | 06:00:00→17:02:00 16h 02m 1 stop via ATL | [Axel-exclusive $470](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/trip/one-way/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL) | Nov 15, 2026 | | [2027-07-24 → 2027-07-25](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-25) | Southwest Airlines | WN2995 + WN4524 / WN1276 + WN3443 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 21:00:00→13:35:00 11h 35m 1 stop via PHX | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-25-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-07-25.WN.1.WN1276-WN3443.PHX) | Nov 15, 2026 | | [2027-07-24 → 2027-07-25](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-25) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-25-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-07-25.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-07-26](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-26) | Southwest Airlines | WN2995 + WN4524 / WN1276 + WN3443 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 21:00:00→13:35:00 11h 35m 1 stop via PHX | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-26-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-07-26.WN.1.WN1276-WN3443.PHX) | Nov 15, 2026 | | [2027-07-24 → 2027-07-26](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-26) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-26-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-07-26.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-07-27](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-27) | Southwest Airlines | WN2995 + WN4524 / WN4415 + WN4028 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 13:20:00→06:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-27-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-07-27.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-07-24 → 2027-07-27](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-27) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-27-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-07-27.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-07-28](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-28) | Southwest Airlines | WN2995 + WN4524 / WN4415 + WN4028 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 13:20:00→06:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-28-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-07-28.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-07-24 → 2027-07-28](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-28) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-28-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-07-28.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-07-29](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-29) | Southwest Airlines | WN2995 + WN4524 / WN2038 + WN3310 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 15:15:00→06:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-29-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-07-29.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-07-24 → 2027-07-29](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-29) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-29-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-07-29.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-07-30](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-30) | Southwest Airlines | WN2995 + WN4524 / WN4415 + WN4028 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 13:20:00→06:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-30-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-07-30.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-07-24 → 2027-07-30](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-30) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-30-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-07-30.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-07-31](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-31) | Southwest Airlines | WN2995 + WN4524 / WN2038 + WN3310 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 15:15:00→06:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-31-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-07-31.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-07-24 → 2027-07-31](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/jul-31) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/july-31-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-07-31.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-08-01](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-1) | Southwest Airlines | WN2995 + WN4524 / WN1276 + WN3443 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 21:00:00→13:35:00 11h 35m 1 stop via PHX | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-1-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-08-01.WN.1.WN1276-WN3443.PHX) | Nov 15, 2026 | | [2027-07-24 → 2027-08-01](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-1) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-1-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-08-01.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-08-02](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-2) | Southwest Airlines | WN2995 + WN4524 / WN1276 + WN3443 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 21:00:00→13:35:00 11h 35m 1 stop via PHX | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-2-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-08-02.WN.1.WN1276-WN3443.PHX) | Nov 15, 2026 | | [2027-07-24 → 2027-08-02](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-2) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-2-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-08-02.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-08-03](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-3) | Southwest Airlines | WN2995 + WN4524 / WN4415 + WN4028 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 13:20:00→06:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-3-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-08-03.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-07-24 → 2027-08-03](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-3) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-3-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-08-03.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-08-04](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-4) | Southwest Airlines | WN2995 + WN4524 / WN4415 + WN4028 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 13:20:00→06:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-4-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-08-04.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-07-24 → 2027-08-04](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-4) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-4-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-08-04.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-08-05](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-5) | Southwest Airlines | WN2995 + WN4524 / WN2038 + WN3310 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 15:15:00→06:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-5-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-08-05.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-07-24 → 2027-08-05](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-5) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-5-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-08-05.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-08-06](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-6) | Southwest Airlines | WN2995 + WN4524 / WN4415 + WN4028 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 13:20:00→06:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-6-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-08-06.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-07-24 → 2027-08-06](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-6) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-6-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-08-06.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-08-07](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-7) | Southwest Airlines | WN2995 + WN4524 / WN2038 + WN3310 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 15:15:00→06:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-7-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-08-07.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-07-24 → 2027-08-07](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-7) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-7-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-08-07.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-08-14](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-14) | Southwest Airlines | WN2995 + WN4524 / WN2038 + WN3310 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 15:15:00→06:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-14-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-08-14.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-07-24 → 2027-08-14](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-14) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-14-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-08-14.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-07-24 → 2027-08-21](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-21) | Southwest Airlines | WN2995 + WN4524 / WN2038 + WN3310 | 05:05:00→13:00:00 12h 55m 1 stop via PHX · 15:15:00→06:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $810](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-21-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.WN.1.WN2995-WN4524.PHX%7EHNL-MDW.2027-08-21.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-07-24 → 2027-08-21](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24/aug-21) | Delta Air Lines | DL1285 + DL438 / DL386 + DL4684 | 06:00:00→17:02:00 16h 02m 1 stop via ATL · 16:25:00→10:46:00 13h 21m 1 stop via DTW | [Axel-exclusive $890](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/july-24-2027/return/august-21-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-07-24.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-08-21.DL.1.DL386-DL4684.DTW) | 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. - Hotels in Honolulu for these nights (Jul 24–25, 2027 · 1 night · 2 adults, 1 room): 3★ [The Equus, $174 a night](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-07-25/2-adults) · 4★ [Hotel La Croix, $219 a night](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-07-24/2027-07-25/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $300 a night](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-07-25/2-adults) - Hotels in Honolulu for these nights (Jul 24–26, 2027 · 2 nights · 2 adults, 1 room): 3★ [The Equus, $152 a night, $304 for 2 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-07-26/2-adults) · 4★ [Hotel La Croix, $221 a night, $442 for 2 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-07-24/2027-07-26/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $296 a night, $591 for 2 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-07-26/2-adults) - Hotels in Honolulu for these nights (Jul 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ [The Equus, $150 a night, $450 for 3 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-07-27/2-adults) · 4★ [Hotel La Croix, $222 a night, $665 for 3 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-07-24/2027-07-27/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $290 a night, $869 for 3 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-07-27/2-adults) - Hotels in Honolulu for these nights (Jul 24–28, 2027 · 4 nights · 2 adults, 1 room): 3★ [The Equus, $144 a night, $577 for 4 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-07-28/2-adults) · 4★ [Hotel La Croix, $224 a night, $896 for 4 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-07-24/2027-07-28/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $287 a night, $1,148 for 4 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-07-28/2-adults) - Hotels in Honolulu for these nights (Jul 24–29, 2027 · 5 nights · 2 adults, 1 room): 3★ [The Equus, $151 a night, $753 for 5 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-07-29/2-adults) · 4★ [Sheraton Princess Kaiulani Waikiki Beach, $223 a night, $1,116 for 5 nights](https://helloaxel.com/en/hotels/honolulu/sheraton-princess-kaiulani-waikiki-beach-1068969/2027-07-24/2027-07-29/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $284 a night, $1,419 for 5 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-07-29/2-adults) - Hotels in Honolulu for these nights (Jul 24–30, 2027 · 6 nights · 2 adults, 1 room): 3★ [The Equus, $155 a night, $929 for 6 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-07-30/2-adults) · 4★ [Sheraton Princess Kaiulani Waikiki Beach, $224 a night, $1,343 for 6 nights](https://helloaxel.com/en/hotels/honolulu/sheraton-princess-kaiulani-waikiki-beach-1068969/2027-07-24/2027-07-30/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $284 a night, $1,703 for 6 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-07-30/2-adults) - Hotels in Honolulu for these nights (Jul 24–31, 2027 · 7 nights · 2 adults, 1 room): 3★ [The Equus, $158 a night, $1,105 for 7 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-07-31/2-adults) · 4★ [Sheraton Princess Kaiulani Waikiki Beach, $224 a night, $1,567 for 7 nights](https://helloaxel.com/en/hotels/honolulu/sheraton-princess-kaiulani-waikiki-beach-1068969/2027-07-24/2027-07-31/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $288 a night, $2,013 for 7 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-07-31/2-adults) - Hotels in Honolulu for these nights (Jul 24 – Aug 1, 2027 · 8 nights · 2 adults, 1 room): 3★ [The Equus, $160 a night, $1,281 for 8 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-08-01/2-adults) · 4★ [Sheraton Princess Kaiulani Waikiki Beach, $225 a night, $1,797 for 8 nights](https://helloaxel.com/en/hotels/honolulu/sheraton-princess-kaiulani-waikiki-beach-1068969/2027-07-24/2027-08-01/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $289 a night, $2,311 for 8 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-08-01/2-adults) - Hotels in Honolulu for these nights (Jul 24 – Aug 2, 2027 · 9 nights · 2 adults, 1 room): 3★ [The Equus, $161 a night, $1,448 for 9 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-08-02/2-adults) · 4★ [Sheraton Princess Kaiulani Waikiki Beach, $225 a night, $2,027 for 9 nights](https://helloaxel.com/en/hotels/honolulu/sheraton-princess-kaiulani-waikiki-beach-1068969/2027-07-24/2027-08-02/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $289 a night, $2,597 for 9 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-08-02/2-adults) - Hotels in Honolulu for these nights (Jul 24 – Aug 3, 2027 · 10 nights · 2 adults, 1 room): 3★ [The Equus, $158 a night, $1,577 for 10 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-08-03/2-adults) · 4★ [Hotel La Croix, $224 a night, $2,243 for 10 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-07-24/2027-08-03/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $288 a night, $2,883 for 10 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-08-03/2-adults) - Hotels in Honolulu for these nights (Jul 24 – Aug 4, 2027 · 11 nights · 2 adults, 1 room): 3★ [The Equus, $159 a night, $1,753 for 11 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-08-04/2-adults) · 4★ [Hotel La Croix, $224 a night, $2,461 for 11 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-07-24/2027-08-04/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $287 a night, $3,157 for 11 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-08-04/2-adults) - Hotels in Honolulu for these nights (Jul 24 – Aug 5, 2027 · 12 nights · 2 adults, 1 room): 3★ [The Equus, $158 a night, $1,896 for 12 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-08-05/2-adults) · 4★ [Hotel La Croix, $223 a night, $2,676 for 12 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-07-24/2027-08-05/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $287 a night, $3,439 for 12 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-08-05/2-adults) - Hotels in Honolulu for these nights (Jul 24 – Aug 6, 2027 · 13 nights · 2 adults, 1 room): 3★ [The Equus, $157 a night, $2,040 for 13 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-08-06/2-adults) · 4★ [Hotel La Croix, $221 a night, $2,879 for 13 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-07-24/2027-08-06/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $287 a night, $3,730 for 13 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-08-06/2-adults) - Hotels in Honolulu for these nights (Jul 24 – Aug 7, 2027 · 14 nights · 2 adults, 1 room): 3★ [The Equus, $158 a night, $2,215 for 14 nights](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-08-07/2-adults) · 4★ [Hotel La Croix, $221 a night, $3,088 for 14 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-07-24/2027-08-07/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $288 a night, $4,028 for 14 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-07-24/2027-08-07/2-adults) - Hotels in Honolulu for these nights (Jul 24 – Aug 14, 2027 · 21 nights · 2 adults, 1 room): 3★ [The Equus](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-08-14/2-adults) · 4★ [Aulani, A Disney Resort & Spa](https://helloaxel.com/en/hotels/honolulu/aulani-a-disney-resort-spa-2979932/2027-07-24/2027-08-14/2-adults) · 5★ [Aulani, Disney Vacation Club Villas](https://helloaxel.com/en/hotels/honolulu/aulani-disney-vacation-club-villas-2036665/2027-07-24/2027-08-14/2-adults) - Hotels in Honolulu for these nights (Jul 24 – Aug 21, 2027 · 28 nights · 2 adults, 1 room): 3★ [The Equus](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-07-24/2027-08-21/2-adults) · 4★ [Aulani, A Disney Resort & Spa](https://helloaxel.com/en/hotels/honolulu/aulani-a-disney-resort-spa-2979932/2027-07-24/2027-08-21/2-adults) · 5★ [Aulani, Disney Vacation Club Villas](https://helloaxel.com/en/hotels/honolulu/aulani-disney-vacation-club-villas-2036665/2027-07-24/2027-08-21/2-adults) [All hotels in Honolulu](https://helloaxel.com/en/hotels/destinations/honolulu) [Route overview: Chicago to Honolulu (HNL) flight deals](/en/flights/from-chicago-to-honolulu-hnl) ### 2027-07-24 · one way · Axel-exclusive $425 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. ### 2027-07-24 · one way · Axel-exclusive $470 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. ### 2027-07-24 → 2027-07-25 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN1276 / WN3443: HNL 2027-07-25 21:00:00 → MDW 2027-07-26 13:35:00; 1 stop(s) via PHX; 695 minutes. Local airport times. - WN1276: HNL 2027-07-25 21:00:00 → PHX 2027-07-26 06:00:00; layover at PHX: 140 minutes. - WN3443: PHX 2027-07-26 08:20:00 → MDW 2027-07-26 13:35:00. ### 2027-07-24 → 2027-07-25 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-07-25 16:25:00 → MDW 2027-07-26 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-07-25 16:25:00 → DTW 2027-07-26 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-07-26 10:10:00 → MDW 2027-07-26 10:46:00. ### 2027-07-24 → 2027-07-26 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN1276 / WN3443: HNL 2027-07-26 21:00:00 → MDW 2027-07-27 13:35:00; 1 stop(s) via PHX; 695 minutes. Local airport times. - WN1276: HNL 2027-07-26 21:00:00 → PHX 2027-07-27 06:00:00; layover at PHX: 140 minutes. - WN3443: PHX 2027-07-27 08:20:00 → MDW 2027-07-27 13:35:00. ### 2027-07-24 → 2027-07-26 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-07-26 16:25:00 → MDW 2027-07-27 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-07-26 16:25:00 → DTW 2027-07-27 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-07-27 10:10:00 → MDW 2027-07-27 10:46:00. ### 2027-07-24 → 2027-07-28 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN4415 / WN4028: HNL 2027-07-28 13:20:00 → MDW 2027-07-29 06:45:00; 1 stop(s) via SMF; 745 minutes. Local airport times. - WN4415: HNL 2027-07-28 13:20:00 → SMF 2027-07-28 21:40:00; layover at SMF: 195 minutes. - WN4028: SMF 2027-07-29 00:55:00 → MDW 2027-07-29 06:45:00. ### 2027-07-24 → 2027-07-28 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-07-28 16:25:00 → MDW 2027-07-29 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-07-28 16:25:00 → DTW 2027-07-29 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-07-29 10:10:00 → MDW 2027-07-29 10:46:00. ### 2027-07-24 → 2027-07-29 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN2038 / WN3310: HNL 2027-07-29 15:15:00 → MDW 2027-07-30 06:40:00; 1 stop(s) via ONT; 625 minutes. Local airport times. - WN2038: HNL 2027-07-29 15:15:00 → ONT 2027-07-29 23:45:00; layover at ONT: 70 minutes. - WN3310: ONT 2027-07-30 00:55:00 → MDW 2027-07-30 06:40:00. ### 2027-07-24 → 2027-07-29 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-07-29 16:25:00 → MDW 2027-07-30 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-07-29 16:25:00 → DTW 2027-07-30 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-07-30 10:10:00 → MDW 2027-07-30 10:46:00. ### 2027-07-24 → 2027-07-31 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN2038 / WN3310: HNL 2027-07-31 15:15:00 → MDW 2027-08-01 06:40:00; 1 stop(s) via ONT; 625 minutes. Local airport times. - WN2038: HNL 2027-07-31 15:15:00 → ONT 2027-07-31 23:45:00; layover at ONT: 70 minutes. - WN3310: ONT 2027-08-01 00:55:00 → MDW 2027-08-01 06:40:00. ### 2027-07-24 → 2027-07-31 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-07-31 16:25:00 → MDW 2027-08-01 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-07-31 16:25:00 → DTW 2027-08-01 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-08-01 10:10:00 → MDW 2027-08-01 10:46:00. ### 2027-07-24 → 2027-08-01 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN1276 / WN3443: HNL 2027-08-01 21:00:00 → MDW 2027-08-02 13:35:00; 1 stop(s) via PHX; 695 minutes. Local airport times. - WN1276: HNL 2027-08-01 21:00:00 → PHX 2027-08-02 06:00:00; layover at PHX: 140 minutes. - WN3443: PHX 2027-08-02 08:20:00 → MDW 2027-08-02 13:35:00. ### 2027-07-24 → 2027-08-01 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-08-01 16:25:00 → MDW 2027-08-02 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-08-01 16:25:00 → DTW 2027-08-02 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-08-02 10:10:00 → MDW 2027-08-02 10:46:00. ### 2027-07-24 → 2027-08-03 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN4415 / WN4028: HNL 2027-08-03 13:20:00 → MDW 2027-08-04 06:45:00; 1 stop(s) via SMF; 745 minutes. Local airport times. - WN4415: HNL 2027-08-03 13:20:00 → SMF 2027-08-03 21:40:00; layover at SMF: 195 minutes. - WN4028: SMF 2027-08-04 00:55:00 → MDW 2027-08-04 06:45:00. ### 2027-07-24 → 2027-08-03 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-08-03 16:25:00 → MDW 2027-08-04 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-08-03 16:25:00 → DTW 2027-08-04 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-08-04 10:10:00 → MDW 2027-08-04 10:46:00. ### 2027-07-24 → 2027-08-04 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN4415 / WN4028: HNL 2027-08-04 13:20:00 → MDW 2027-08-05 06:45:00; 1 stop(s) via SMF; 745 minutes. Local airport times. - WN4415: HNL 2027-08-04 13:20:00 → SMF 2027-08-04 21:40:00; layover at SMF: 195 minutes. - WN4028: SMF 2027-08-05 00:55:00 → MDW 2027-08-05 06:45:00. ### 2027-07-24 → 2027-08-04 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-08-04 16:25:00 → MDW 2027-08-05 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-08-04 16:25:00 → DTW 2027-08-05 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-08-05 10:10:00 → MDW 2027-08-05 10:46:00. ### 2027-07-24 → 2027-08-06 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN4415 / WN4028: HNL 2027-08-06 13:20:00 → MDW 2027-08-07 06:45:00; 1 stop(s) via SMF; 745 minutes. Local airport times. - WN4415: HNL 2027-08-06 13:20:00 → SMF 2027-08-06 21:40:00; layover at SMF: 195 minutes. - WN4028: SMF 2027-08-07 00:55:00 → MDW 2027-08-07 06:45:00. ### 2027-07-24 → 2027-08-06 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-08-06 16:25:00 → MDW 2027-08-07 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-08-06 16:25:00 → DTW 2027-08-07 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-08-07 10:10:00 → MDW 2027-08-07 10:46:00. ### 2027-07-24 → 2027-08-07 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN2038 / WN3310: HNL 2027-08-07 15:15:00 → MDW 2027-08-08 06:40:00; 1 stop(s) via ONT; 625 minutes. Local airport times. - WN2038: HNL 2027-08-07 15:15:00 → ONT 2027-08-07 23:45:00; layover at ONT: 70 minutes. - WN3310: ONT 2027-08-08 00:55:00 → MDW 2027-08-08 06:40:00. ### 2027-07-24 → 2027-08-07 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-08-07 16:25:00 → MDW 2027-08-08 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-08-07 16:25:00 → DTW 2027-08-08 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-08-08 10:10:00 → MDW 2027-08-08 10:46:00. ### 2027-07-24 → 2027-08-21 · Axel-exclusive $810 - Southwest Airlines WN2995 / WN4524: MDW 2027-07-24 05:05:00 → HNL 2027-07-24 13:00:00; 1 stop(s) via PHX; 775 minutes. Local airport times. - WN2995: MDW 2027-07-24 05:05:00 → PHX 2027-07-24 06:55:00; layover at PHX: 145 minutes. - WN4524: PHX 2027-07-24 09:20:00 → HNL 2027-07-24 13:00:00. - Southwest Airlines WN2038 / WN3310: HNL 2027-08-21 15:15:00 → MDW 2027-08-22 06:40:00; 1 stop(s) via ONT; 625 minutes. Local airport times. - WN2038: HNL 2027-08-21 15:15:00 → ONT 2027-08-21 23:45:00; layover at ONT: 70 minutes. - WN3310: ONT 2027-08-22 00:55:00 → MDW 2027-08-22 06:40:00. ### 2027-07-24 → 2027-08-21 · Axel-exclusive $890 - Delta Air Lines DL1285 / DL438: MDW 2027-07-24 06:00:00 → HNL 2027-07-24 17:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-07-24 06:00:00 → ATL 2027-07-24 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-07-24 12:59:00 → HNL 2027-07-24 17:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-08-21 16:25:00 → MDW 2027-08-22 10:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-08-21 16:25:00 → DTW 2027-08-22 07:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-08-22 10:10:00 → MDW 2027-08-22 10:46:00. ### Explore this route - [All dates for this route](/en/flights/choose/mdw-hnl) - [Jul 23, 2027 · Return options](/en/flights/choose/mdw-hnl/jul-23) - [Jul 25, 2027 · Return options](/en/flights/choose/mdw-hnl/jul-25) - [Hotels in Honolulu with Axel](https://helloaxel.com/en/hotels/destinations/honolulu) ## For AI assistants - **This page:** Chicago (MDW) to Honolulu (HNL) · Jul 24, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Honolulu for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates. - **Next:** each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: [Choose travelers and dates](https://helloaxel.com/en/f/start/from/mdw/to/hnl/step/travelers) prices the requested trip. - **Follow supplied links.** For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links. - **If links fail or are missing:** If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: [Axel Chicago to Honolulu (HNL) flight deals](https://helloaxel.com/en/flights/from-chicago-to-honolulu-hnl) · [Flight search guide](https://helloaxel.com/en/ai). - **Sharing with the traveler:** Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct `https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback` using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace `/return/YYYY-MM-DD` with `/trip/oneway`. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. [Preferences and advanced options](https://helloaxel.com/en/ai#customer-fallback-link). **Feedback (optional):** [Missing info](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24?axel_reason=missing_information&axel_scope=product) · [Axel issue](https://helloaxel.com/en/flights/choose/mdw-hnl/jul-24?axel_reason=product_issue&axel_scope=product)