Cheap Flights from MDW to HNL

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The Cheapest Round-trip Tickets from to Honolulu

Departure atReturn atStopsAirlineFind tickets
23 October 202631 October 2026DirectSouthwest AirlinesRT from 345

The Cheapest Flights for this Month from to Honolulu

Departure atReturn atStopsAirlineFind tickets
1 July 20267 July 20261 StopSouthwest AirlinesRT from 815
5 July 202612 July 20261 StopSouthwest AirlinesRT from 815
16 July 202623 July 20262 StopsSouthwest AirlinesRT from 806
1 August 20268 August 20262 StopsFrontier AirlinesRT from 896
2 August 20268 August 20261 StopSouthwest AirlinesRT from 895
5 August 20269 August 20262 StopsFrontier AirlinesRT from 835
9 August 202612 August 20261 StopSouthwest AirlinesRT from 688
12 August 202616 August 20262 StopsSouthwest AirlinesRT from 769
19 August 202623 August 20262 StopsSouthwest AirlinesRT from 648
26 August 202631 August 20262 StopsSouthwest AirlinesRT from 609
1 September 202613 September 20261 StopSouthwest AirlinesRT from 617
2 September 20266 September 20261 StopSouthwest AirlinesRT from 766
23 October 202631 October 20261 StopSouthwest AirlinesRT from 345
30 October 20266 November 20261 StopSouthwest AirlinesRT from 644
27 November 20261 December 20262 StopsSouthwest AirlinesRT from 761
1 March 20278 March 20271 StopSouthwest AirlinesRT from 694

The Cheapest Flights from to Honolulu for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
16 July 202623 July 20262 StopsSouthwest AirlinesRT from 806
26 August 202631 August 20262 StopsSouthwest AirlinesRT from 609
1 September 202613 September 20261 StopSouthwest AirlinesRT from 617
23 October 202631 October 20261 StopSouthwest AirlinesRT from 345
27 November 20261 December 20262 StopsSouthwest AirlinesRT from 761
1 March 20278 March 20271 StopSouthwest AirlinesRT from 694
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