# Chicago (MDW) to Honolulu (HNL), Jan 20, 2027: round trips from $670, one way from $350 Chicago (MDW) to Honolulu (HNL), Jan 20, 2027: round trips from $670, one way from $350 on Axel, checked Nov 15, 2026. Lowest published fares: $670 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Jan 20–21, 2027; $350 one way, Axel-exclusive, Southwest Airlines, 1 stop, Jan 20, 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 | | --- | --- | --- | --- | ---: | --- | | [2027-01-20 · one way](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/one-way) | Southwest Airlines | WN3174 + WN808 | 10:00:00→19:45:00 13h 45m 1 stop via OAK | [Axel-exclusive $350](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/trip/one-way/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK) | Nov 15, 2026 | | [2027-01-20 · one way](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/one-way) | Delta Air Lines | DL1285 + DL438 | 06:00:00→18:02:00 16h 02m 1 stop via ATL | [Axel-exclusive $390](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/trip/one-way/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL) | Nov 15, 2026 | | [2027-01-20 → 2027-01-21](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-21) | Southwest Airlines | WN3174 + WN808 / WN2038 + WN3310 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 15:15:00→05:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-21-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-21.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-01-20 → 2027-01-21](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-21-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-21.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-22](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-22) | Southwest Airlines | WN3174 + WN808 / WN4415 + WN4028 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 13:20:00→05:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-22-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-22.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-01-20 → 2027-01-22](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-22-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-22.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-23](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-23) | Southwest Airlines | WN3174 + WN808 / WN2038 + WN3310 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 15:15:00→05:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-23-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-23.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-01-20 → 2027-01-23](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-23-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-23.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-24](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-24) | Southwest Airlines | WN3174 + WN808 / WN1276 + WN3443 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 21:00:00→12:35:00 11h 35m 1 stop via PHX | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-24-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-24.WN.1.WN1276-WN3443.PHX) | Nov 15, 2026 | | [2027-01-20 → 2027-01-24](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-24-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-24.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-25](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-25) | Southwest Airlines | WN3174 + WN808 / WN1276 + WN3443 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 21:00:00→12:35:00 11h 35m 1 stop via PHX | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-25-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-25.WN.1.WN1276-WN3443.PHX) | Nov 15, 2026 | | [2027-01-20 → 2027-01-25](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-25-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-25.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-26](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-26) | Southwest Airlines | WN3174 + WN808 / WN4415 + WN4028 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 13:20:00→05:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-26-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-26.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-01-20 → 2027-01-26](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-26-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-26.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-27](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-27) | Southwest Airlines | WN3174 + WN808 / WN4415 + WN4028 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 13:20:00→05:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-27-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-27.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-01-20 → 2027-01-27](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-27-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-27.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-28](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-28) | Southwest Airlines | WN3174 + WN808 / WN2038 + WN3310 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 15:15:00→05:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-28-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-28.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-01-20 → 2027-01-28](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-28) | 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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-28-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-28.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-29](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-29) | Southwest Airlines | WN3174 + WN808 / WN4415 + WN4028 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 13:20:00→05:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-29-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-29.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-01-20 → 2027-01-29](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-29) | 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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-29-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-29.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-30](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-30) | Southwest Airlines | WN3174 + WN808 / WN2038 + WN3310 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 15:15:00→05:40:00 10h 25m 1 stop via ONT | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-30-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-30.WN.1.WN2038-WN3310.ONT) | Nov 15, 2026 | | [2027-01-20 → 2027-01-30](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-30) | 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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-30-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-30.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-01-31](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-31) | Southwest Airlines | WN3174 + WN808 / WN1276 + WN3443 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 21:00:00→12:35:00 11h 35m 1 stop via PHX | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-31-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-01-31.WN.1.WN1276-WN3443.PHX) | Nov 15, 2026 | | [2027-01-20 → 2027-01-31](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/jan-31) | 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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/january-31-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-01-31.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-02-01](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-1) | Southwest Airlines | WN3174 + WN808 / WN1276 + WN3443 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 21:00:00→12:35:00 11h 35m 1 stop via PHX | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-1-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-02-01.WN.1.WN1276-WN3443.PHX) | Nov 15, 2026 | | [2027-01-20 → 2027-02-01](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-1) | 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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-1-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-02-01.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-02-02](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-2) | Southwest Airlines | WN3174 + WN808 / WN4415 + WN4028 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 13:20:00→05:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-2-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-02-02.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-01-20 → 2027-02-02](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-2) | 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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-2-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-02-02.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-02-03](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-3) | Southwest Airlines | WN3174 + WN808 / WN4415 + WN4028 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 13:20:00→05:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-3-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-02-03.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-01-20 → 2027-02-03](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-3) | 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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-3-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-02-03.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-02-10](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-10) | Southwest Airlines | WN3174 + WN808 / WN4415 + WN4028 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 13:20:00→05:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-10-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-02-10.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-01-20 → 2027-02-10](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-10) | 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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-10-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-02-10.DL.1.DL386-DL4684.DTW) | Nov 15, 2026 | | [2027-01-20 → 2027-02-17](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-17) | Southwest Airlines | WN3174 + WN808 / WN4415 + WN4028 | 10:00:00→19:45:00 13h 45m 1 stop via OAK · 13:20:00→05:45:00 12h 25m 1 stop via SMF | [Axel-exclusive $670](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-17-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.WN.1.WN3174-WN808.OAK%7EHNL-MDW.2027-02-17.WN.1.WN4415-WN4028.SMF) | Nov 15, 2026 | | [2027-01-20 → 2027-02-17](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20/feb-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 $740](https://helloaxel.com/en/f/start/from/mdw/to/hnl/depart/january-20-2027/return/february-17-2027/adults/1/cabin/economy?example_flight=MDW-HNL.2027-01-20.DL.1.DL1285-DL438.ATL%7EHNL-MDW.2027-02-17.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 (Jan 20–21, 2027 · 1 night · 2 adults, 1 room): 3★ [Stay Hotel Waikiki, $138 a night](https://helloaxel.com/en/hotels/honolulu/stay-hotel-waikiki-1268282/2027-01-20/2027-01-21/2-adults) · 4★ [Hilton Waikiki Beach Resort & Spa, $213 a night](https://helloaxel.com/en/hotels/honolulu/hilton-waikiki-beach-resort-spa-1398442/2027-01-20/2027-01-21/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $264 a night](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-21/2-adults) - Hotels in Honolulu for these nights (Jan 20–22, 2027 · 2 nights · 2 adults, 1 room): 3★ [Stay Hotel Waikiki, $135 a night, $269 for 2 nights](https://helloaxel.com/en/hotels/honolulu/stay-hotel-waikiki-1268282/2027-01-20/2027-01-22/2-adults) · 4★ [Aston Waikiki Sunset, $208 a night, $416 for 2 nights](https://helloaxel.com/en/hotels/honolulu/aston-waikiki-sunset-1345525/2027-01-20/2027-01-22/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $259 a night, $517 for 2 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-22/2-adults) - Hotels in Honolulu for these nights (Jan 20–23, 2027 · 3 nights · 2 adults, 1 room): 3★ [Stay Hotel Waikiki, $138 a night, $415 for 3 nights](https://helloaxel.com/en/hotels/honolulu/stay-hotel-waikiki-1268282/2027-01-20/2027-01-23/2-adults) · 4★ [Aston Waikiki Sunset, $205 a night, $614 for 3 nights](https://helloaxel.com/en/hotels/honolulu/aston-waikiki-sunset-1345525/2027-01-20/2027-01-23/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $263 a night, $788 for 3 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-23/2-adults) - Hotels in Honolulu for these nights (Jan 20–24, 2027 · 4 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $143 a night, $572 for 4 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-01-24/2-adults) · 4★ [Aston Waikiki Sunset, $201 a night, $803 for 4 nights](https://helloaxel.com/en/hotels/honolulu/aston-waikiki-sunset-1345525/2027-01-20/2027-01-24/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $265 a night, $1,059 for 4 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-24/2-adults) - Hotels in Honolulu for these nights (Jan 20–25, 2027 · 5 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $140 a night, $699 for 5 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-01-25/2-adults) · 4★ [Aston Waikiki Sunset, $201 a night, $1,005 for 5 nights](https://helloaxel.com/en/hotels/honolulu/aston-waikiki-sunset-1345525/2027-01-20/2027-01-25/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $263 a night, $1,315 for 5 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-25/2-adults) - Hotels in Honolulu for these nights (Jan 20–26, 2027 · 6 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $139 a night, $832 for 6 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-01-26/2-adults) · 4★ [Aston Waikiki Sunset, $201 a night, $1,204 for 6 nights](https://helloaxel.com/en/hotels/honolulu/aston-waikiki-sunset-1345525/2027-01-20/2027-01-26/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $262 a night, $1,571 for 6 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-26/2-adults) - Hotels in Honolulu for these nights (Jan 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $137 a night, $962 for 7 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-01-27/2-adults) · 4★ [Hotel La Croix, $196 a night, $1,373 for 7 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-01-20/2027-01-27/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $261 a night, $1,824 for 7 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-27/2-adults) - Hotels in Honolulu for these nights (Jan 20–28, 2027 · 8 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $137 a night, $1,092 for 8 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-01-28/2-adults) · 4★ [Hotel La Croix, $193 a night, $1,543 for 8 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-01-20/2027-01-28/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $259 a night, $2,074 for 8 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-28/2-adults) - Hotels in Honolulu for these nights (Jan 20–29, 2027 · 9 nights · 2 adults, 1 room): 3★ [Stay Hotel Waikiki, $136 a night, $1,224 for 9 nights](https://helloaxel.com/en/hotels/honolulu/stay-hotel-waikiki-1268282/2027-01-20/2027-01-29/2-adults) · 4★ [Hotel La Croix, $192 a night, $1,729 for 9 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-01-20/2027-01-29/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $259 a night, $2,330 for 9 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-29/2-adults) - Hotels in Honolulu for these nights (Jan 20–30, 2027 · 10 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $137 a night, $1,369 for 10 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-01-30/2-adults) · 4★ [Hotel La Croix, $191 a night, $1,908 for 10 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-01-20/2027-01-30/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $260 a night, $2,601 for 10 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-30/2-adults) - Hotels in Honolulu for these nights (Jan 20–31, 2027 · 11 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $137 a night, $1,508 for 11 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-01-31/2-adults) · 4★ [Hotel La Croix, $190 a night, $2,091 for 11 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-01-20/2027-01-31/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $261 a night, $2,872 for 11 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-01-31/2-adults) - Hotels in Honolulu for these nights (Jan 20 – Feb 1, 2027 · 12 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $137 a night, $1,643 for 12 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-02-01/2-adults) · 4★ [Hotel La Croix, $188 a night, $2,261 for 12 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-01-20/2027-02-01/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $259 a night, $3,111 for 12 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-02-01/2-adults) - Hotels in Honolulu for these nights (Jan 20 – Feb 2, 2027 · 13 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $136 a night, $1,773 for 13 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-02-02/2-adults) · 4★ [Hotel La Croix, $187 a night, $2,434 for 13 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-01-20/2027-02-02/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $257 a night, $3,347 for 13 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-02-02/2-adults) - Hotels in Honolulu for these nights (Jan 20 – Feb 3, 2027 · 14 nights · 2 adults, 1 room): 3★ [Ramada Plaza by Wyndham Waikiki, $136 a night, $1,898 for 14 nights](https://helloaxel.com/en/hotels/honolulu/ramada-plaza-by-wyndham-waikiki-2002374/2027-01-20/2027-02-03/2-adults) · 4★ [Hotel La Croix, $186 a night, $2,608 for 14 nights](https://helloaxel.com/en/hotels/honolulu/hotel-la-croix-1211720/2027-01-20/2027-02-03/2-adults) · 5★ [Alohilani Resort Waikiki Beach, $256 a night, $3,584 for 14 nights](https://helloaxel.com/en/hotels/honolulu/alohilani-resort-waikiki-beach-1090032/2027-01-20/2027-02-03/2-adults) - Hotels in Honolulu for these nights (Jan 20 – Feb 10, 2027 · 21 nights · 2 adults, 1 room): 3★ [The Equus](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-01-20/2027-02-10/2-adults) · 4★ [Aulani, A Disney Resort & Spa](https://helloaxel.com/en/hotels/honolulu/aulani-a-disney-resort-spa-2979932/2027-01-20/2027-02-10/2-adults) · 5★ [Aulani, Disney Vacation Club Villas](https://helloaxel.com/en/hotels/honolulu/aulani-disney-vacation-club-villas-2036665/2027-01-20/2027-02-10/2-adults) - Hotels in Honolulu for these nights (Jan 20 – Feb 17, 2027 · 28 nights · 2 adults, 1 room): 3★ [The Equus](https://helloaxel.com/en/hotels/honolulu/the-equus-1985373/2027-01-20/2027-02-17/2-adults) · 4★ [Aulani, A Disney Resort & Spa](https://helloaxel.com/en/hotels/honolulu/aulani-a-disney-resort-spa-2979932/2027-01-20/2027-02-17/2-adults) · 5★ [Aulani, Disney Vacation Club Villas](https://helloaxel.com/en/hotels/honolulu/aulani-disney-vacation-club-villas-2036665/2027-01-20/2027-02-17/2-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) ### 2027-01-20 · one way · Axel-exclusive $350 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. ### 2027-01-20 · one way · Axel-exclusive $390 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. ### 2027-01-20 → 2027-01-21 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN2038 / WN3310: HNL 2027-01-21 15:15:00 → MDW 2027-01-22 05:40:00; 1 stop(s) via ONT; 625 minutes. Local airport times. - WN2038: HNL 2027-01-21 15:15:00 → ONT 2027-01-21 22:45:00; layover at ONT: 70 minutes. - WN3310: ONT 2027-01-21 23:55:00 → MDW 2027-01-22 05:40:00. ### 2027-01-20 → 2027-01-21 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-01-21 16:25:00 → MDW 2027-01-22 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-01-21 16:25:00 → DTW 2027-01-22 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-01-22 09:10:00 → MDW 2027-01-22 09:46:00. ### 2027-01-20 → 2027-01-22 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN4415 / WN4028: HNL 2027-01-22 13:20:00 → MDW 2027-01-23 05:45:00; 1 stop(s) via SMF; 745 minutes. Local airport times. - WN4415: HNL 2027-01-22 13:20:00 → SMF 2027-01-22 20:40:00; layover at SMF: 195 minutes. - WN4028: SMF 2027-01-22 23:55:00 → MDW 2027-01-23 05:45:00. ### 2027-01-20 → 2027-01-22 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-01-22 16:25:00 → MDW 2027-01-23 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-01-22 16:25:00 → DTW 2027-01-23 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-01-23 09:10:00 → MDW 2027-01-23 09:46:00. ### 2027-01-20 → 2027-01-24 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN1276 / WN3443: HNL 2027-01-24 21:00:00 → MDW 2027-01-25 12:35:00; 1 stop(s) via PHX; 695 minutes. Local airport times. - WN1276: HNL 2027-01-24 21:00:00 → PHX 2027-01-25 06:00:00; layover at PHX: 140 minutes. - WN3443: PHX 2027-01-25 08:20:00 → MDW 2027-01-25 12:35:00. ### 2027-01-20 → 2027-01-24 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-01-24 16:25:00 → MDW 2027-01-25 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-01-24 16:25:00 → DTW 2027-01-25 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-01-25 09:10:00 → MDW 2027-01-25 09:46:00. ### 2027-01-20 → 2027-01-25 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN1276 / WN3443: HNL 2027-01-25 21:00:00 → MDW 2027-01-26 12:35:00; 1 stop(s) via PHX; 695 minutes. Local airport times. - WN1276: HNL 2027-01-25 21:00:00 → PHX 2027-01-26 06:00:00; layover at PHX: 140 minutes. - WN3443: PHX 2027-01-26 08:20:00 → MDW 2027-01-26 12:35:00. ### 2027-01-20 → 2027-01-25 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-01-25 16:25:00 → MDW 2027-01-26 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-01-25 16:25:00 → DTW 2027-01-26 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-01-26 09:10:00 → MDW 2027-01-26 09:46:00. ### 2027-01-20 → 2027-01-27 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN4415 / WN4028: HNL 2027-01-27 13:20:00 → MDW 2027-01-28 05:45:00; 1 stop(s) via SMF; 745 minutes. Local airport times. - WN4415: HNL 2027-01-27 13:20:00 → SMF 2027-01-27 20:40:00; layover at SMF: 195 minutes. - WN4028: SMF 2027-01-27 23:55:00 → MDW 2027-01-28 05:45:00. ### 2027-01-20 → 2027-01-27 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-01-27 16:25:00 → MDW 2027-01-28 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-01-27 16:25:00 → DTW 2027-01-28 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-01-28 09:10:00 → MDW 2027-01-28 09:46:00. ### 2027-01-20 → 2027-01-28 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN2038 / WN3310: HNL 2027-01-28 15:15:00 → MDW 2027-01-29 05:40:00; 1 stop(s) via ONT; 625 minutes. Local airport times. - WN2038: HNL 2027-01-28 15:15:00 → ONT 2027-01-28 22:45:00; layover at ONT: 70 minutes. - WN3310: ONT 2027-01-28 23:55:00 → MDW 2027-01-29 05:40:00. ### 2027-01-20 → 2027-01-28 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-01-28 16:25:00 → MDW 2027-01-29 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-01-28 16:25:00 → DTW 2027-01-29 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-01-29 09:10:00 → MDW 2027-01-29 09:46:00. ### 2027-01-20 → 2027-01-30 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN2038 / WN3310: HNL 2027-01-30 15:15:00 → MDW 2027-01-31 05:40:00; 1 stop(s) via ONT; 625 minutes. Local airport times. - WN2038: HNL 2027-01-30 15:15:00 → ONT 2027-01-30 22:45:00; layover at ONT: 70 minutes. - WN3310: ONT 2027-01-30 23:55:00 → MDW 2027-01-31 05:40:00. ### 2027-01-20 → 2027-01-30 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-01-30 16:25:00 → MDW 2027-01-31 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-01-30 16:25:00 → DTW 2027-01-31 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-01-31 09:10:00 → MDW 2027-01-31 09:46:00. ### 2027-01-20 → 2027-01-31 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN1276 / WN3443: HNL 2027-01-31 21:00:00 → MDW 2027-02-01 12:35:00; 1 stop(s) via PHX; 695 minutes. Local airport times. - WN1276: HNL 2027-01-31 21:00:00 → PHX 2027-02-01 06:00:00; layover at PHX: 140 minutes. - WN3443: PHX 2027-02-01 08:20:00 → MDW 2027-02-01 12:35:00. ### 2027-01-20 → 2027-01-31 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-01-31 16:25:00 → MDW 2027-02-01 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-01-31 16:25:00 → DTW 2027-02-01 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-02-01 09:10:00 → MDW 2027-02-01 09:46:00. ### 2027-01-20 → 2027-02-02 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN4415 / WN4028: HNL 2027-02-02 13:20:00 → MDW 2027-02-03 05:45:00; 1 stop(s) via SMF; 745 minutes. Local airport times. - WN4415: HNL 2027-02-02 13:20:00 → SMF 2027-02-02 20:40:00; layover at SMF: 195 minutes. - WN4028: SMF 2027-02-02 23:55:00 → MDW 2027-02-03 05:45:00. ### 2027-01-20 → 2027-02-02 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-02-02 16:25:00 → MDW 2027-02-03 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-02-02 16:25:00 → DTW 2027-02-03 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-02-03 09:10:00 → MDW 2027-02-03 09:46:00. ### 2027-01-20 → 2027-02-03 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN4415 / WN4028: HNL 2027-02-03 13:20:00 → MDW 2027-02-04 05:45:00; 1 stop(s) via SMF; 745 minutes. Local airport times. - WN4415: HNL 2027-02-03 13:20:00 → SMF 2027-02-03 20:40:00; layover at SMF: 195 minutes. - WN4028: SMF 2027-02-03 23:55:00 → MDW 2027-02-04 05:45:00. ### 2027-01-20 → 2027-02-03 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-02-03 16:25:00 → MDW 2027-02-04 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-02-03 16:25:00 → DTW 2027-02-04 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-02-04 09:10:00 → MDW 2027-02-04 09:46:00. ### 2027-01-20 → 2027-02-17 · Axel-exclusive $670 - Southwest Airlines WN3174 / WN808: MDW 2027-01-20 10:00:00 → HNL 2027-01-20 19:45:00; 1 stop(s) via OAK; 825 minutes. Local airport times. - WN3174: MDW 2027-01-20 10:00:00 → OAK 2027-01-20 12:40:00; layover at OAK: 215 minutes. - WN808: OAK 2027-01-20 16:15:00 → HNL 2027-01-20 19:45:00. - Southwest Airlines WN4415 / WN4028: HNL 2027-02-17 13:20:00 → MDW 2027-02-18 05:45:00; 1 stop(s) via SMF; 745 minutes. Local airport times. - WN4415: HNL 2027-02-17 13:20:00 → SMF 2027-02-17 20:40:00; layover at SMF: 195 minutes. - WN4028: SMF 2027-02-17 23:55:00 → MDW 2027-02-18 05:45:00. ### 2027-01-20 → 2027-02-17 · Axel-exclusive $740 - Delta Air Lines DL1285 / DL438: MDW 2027-01-20 06:00:00 → HNL 2027-01-20 18:02:00; 1 stop(s) via ATL; 962 minutes. Local airport times. - DL1285: MDW 2027-01-20 06:00:00 → ATL 2027-01-20 09:03:00; layover at ATL: 236 minutes. - DL438: ATL 2027-01-20 12:59:00 → HNL 2027-01-20 18:02:00. - Delta Air Lines DL386 / DL4684: HNL 2027-02-17 16:25:00 → MDW 2027-02-18 09:46:00; 1 stop(s) via DTW; 801 minutes. Local airport times. - DL386: HNL 2027-02-17 16:25:00 → DTW 2027-02-18 06:00:00; layover at DTW: 190 minutes. - DL4684: DTW 2027-02-18 09:10:00 → MDW 2027-02-18 09:46:00. ### Explore this route - [All dates for this route](/en/flights/choose/mdw-hnl) - [Jan 19, 2027 · Return options](/en/flights/choose/mdw-hnl/jan-19) - [Jan 21, 2027 · Return options](/en/flights/choose/mdw-hnl/jan-21) - [Hotels in Honolulu with Axel](https://helloaxel.com/en/hotels/destinations/honolulu) ## For AI assistants - **This page:** Chicago (MDW) to Honolulu (HNL) · Jan 20, 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/jan-20?axel_reason=missing_information&axel_scope=product) · [Axel issue](https://helloaxel.com/en/flights/choose/mdw-hnl/jan-20?axel_reason=product_issue&axel_scope=product)