The cheapest times to fly from LIH to MDW are

  • January 8th to February 18th
  • April 23rd to May 6th
  • July 30th to November 25th

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from LIH to MDW is mid to late August. Prices can be as high as $1707 for Saturday flights during early to mid December, or as low as $602 for Tuesday flights around mid to late August.


When to Fly to Chicago

Flying from Lihue, HI (LIH) to Chicago, IL (MDW) will usually cost between $627 to $1320 per person if booking more than four weeks in advance. On average the very cheapest time to fly is mid to late August with an average ticket price of $667. Due to high demand the most expensive time to fly is early to mid December, with an average price of $1240. Planning your trip to low-cost times can easily save you $573 on economy flights and even more on first-class flights. Generally, any price below $853 can be considered a good price for a round-trip LIH to MDW flight.

See below for a graph of average weekly prices for the LIH to MDW route. All prices are for round-trip tickets in USD.

LIH to MDW Flight Prices

Compared to other flights, the LIH to MDW flight is cheaper than the average and costs less than the average flight leaving from Kauai. The average price per mile (for a direct flight) is $0.12, which is far below average.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to depart and return on this flight. Saturdays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $263 (25%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $781. Return trip prices are from the MDW to LIH flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from LIH to MDW can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 8 hour 42 minutes may not be realistic.


Alternative Nearby Airports

Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is not usually a nonstop flight from LIH to MDW while comparing.

Destination alternative #1: Chicago O’Hare International Airport (ORD) in Chicago, IL

  • 15 miles (24 km) away from MDW
  • Usually 7.39% less expensive than MDW
  • 1-layover flights available

See LIH to ORD flights

Destination alternative #2: General Mitchell International Airport (MKE) in Milwaukee, WI

  • 81 miles (130 km) away from MDW
  • Usually 1.88% less expensive than MDW
  • 1-layover flights available

See LIH to MKE flights


Flight Questions Answered

Still have questions about flying from LIH to MDW? We’ve got answers.

Which airlines fly this route?

You can find 5 major airlines flying this route most often: Alaska, Delta, Hawaiian, Southwest, United, and potentially more during busy seasons.

How far away is it from Chicago Midway International Airport to Lihue Airport?

The distance between the two airports is roughly 4291 miles or 6906 kilometers.

How long does it take to fly from LIH to MDW?

The real-world flight time for a nonstop LIH to MDW flight is about 8 hour 42 minutes.

How many flights go between Lihue, HI and Chicago, IL?

It depends on the day of the week and the date, but a typical day might have around 80 available flights from LIH to MDW.


Airport Location Info


Departing Airport

Origination code LIH
Origination airport name Lihue Airport
City Lihue, HI
Country the United States
Latitude 22
Longitude -159.3

Return Airport

Destination code MDW
Destination airport name Chicago Midway International Airport
City Chicago, IL
Country the United States
Latitude 41.8
Longitude -87.8


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.