Cheap flights from Lihue to Chicago from $217

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Lihue to Chicago departing on 11/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Lihue to Chicago (LIH-MDW)

Cheap round-trip flights

Delta Logo
8:32 pm - 5:35 pmLIH-MDW
16h 03m2 stops
Delta Logo
9:35 am - 6:59 pmMDW-LIH
14h 24m2 stops
$654Delta
Find Deal
vie., sep. 12 - mar., sep. 16
Southwest Logo
10:00 am - 5:10 amLIH-MDW
14h 10m2 stops
Southwest Logo
5:40 am - 4:00 pmMDW-LIH
15h 20m2 stops
$729Southwest
Find Deal
mar., sep. 16 - jue., oct. 2
Southwest Logo
10:00 am - 5:10 amLIH-MDW
14h 10m2 stops
Southwest Logo
7:45 am - 4:00 pmMDW-LIH
13h 15m1 stop
$733Southwest
Find Deal
mar., sep. 16 - jue., oct. 2
Southwest Logo
8:40 pm - 1:15 pmLIH-MDW
11h 35m1 stop
Southwest Logo
7:45 am - 4:00 pmMDW-LIH
13h 15m1 stop
$748Southwest
Find Deal
mar., sep. 16 - jue., oct. 2

Southwest flights from Lihue to Chicago Midway Airport

Our best Southwest deals on Lihue to Chicago Midway Airport flight tickets
Southwest
Sep 16
LIH10:00 amLihue
14h 10m
2 stops
MDW5:10 amChicago Midway
Oct 2
MDW5:40 amChicago Midway
15h 20m
2 stops
LIH4:00 pmLihue
Southwest
Sep 16
LIH10:00 amLihue
14h 10m
2 stops
MDW5:10 amChicago Midway
Oct 2
MDW7:45 amChicago Midway
13h 15m
1 stop
LIH4:00 pmLihue
Southwest
Sep 16
LIH8:40 pmLihue
11h 35m
1 stop
MDW1:15 pmChicago Midway
Oct 2
MDW7:45 amChicago Midway
13h 15m
1 stop
LIH4:00 pmLihue

momondo Fare Finder

 
Customize your flight search to find flights from Lihue to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated agosto 28, 2025.
Use the filters below to find and compare flights from Lihue to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LihueChicago

LIH - MDW

LIHMDW

Lihue

vie. 9/12

8:32 pm-5:35 pm

2 stops16h 03m

Chicago Midway

mar. 9/16

9:35 am-6:59 pm

2 stops14h 24m

$654

LihueChicago

LIH - MDW

LIHMDW

Lihue

mar. 9/16

10:00 am-5:10 am

2 stops14h 10m

Chicago Midway

jue. 10/2

5:40 am-4:00 pm

2 stops15h 20m

$729

LihueChicago

LIH - MDW

LIHMDW

Lihue

mar. 9/16

10:00 am-5:10 am

2 stops14h 10m

Chicago Midway

jue. 10/2

7:45 am-4:00 pm

1 stop13h 15m

$733

LihueChicago

LIH - MDW

LIHMDW

Lihue

mar. 9/16

8:40 pm-1:15 pm

1 stop11h 35m

Chicago Midway

jue. 10/2

7:45 am-4:00 pm

1 stop13h 15m

$748

LihueChicago

LIH - MDW

LIHMDW

Lihue

vie. 11/7

10:40 pm-5:43 pm

2 stops15h 03m

$217

LihueChicago

LIH - MDW

LIHMDW

Lihue

mar. 12/9

10:26 pm-6:36 pm

2 stops16h 10m

$251

LihueChicago

LIH - MDW

LIHMDW

Lihue

mar. 9/30

8:32 pm-5:35 pm

2 stops16h 03m

$325

LihueChicago

LIH - MDW

LIHMDW

Lihue

vie. 11/7

9:10 pm-12:00 pm

1 stop10h 50m

$332

LihueChicago

LIH - MDW

LIHMDW

Lihue

mar. 9/30

8:32 pm-5:35 pm

2 stops16h 03m

$347

LihueChicago

LIH - MDW

LIHMDW

Lihue

mar. 12/9

2:53 pm-1:10 pm

3 stops42h 17m

$379

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Lihue to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Can stopping save me money on Lihue to Chicago Midway Airport flights?

You could potentially save up to 31% on your flight if you consider stops on a Lihue to Chicago Midway Airport flight.

When to book flights from Lihue to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Lihue to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Lihue to Chicago Midway Airport (LIH to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Lihue to Chicago Midway Airport

Direct flights

None
There are no direct flights from Lihue to Chicago Midway Airport. There are no popular flight routes from Lihue to Chicago Midway Airport.
  • How far is Lihue to Chicago Midway by plane?

    There are 4290.2 mi between Lihue and Chicago Midway. In terms of flight time, this usually takes a little over 11h 35m.

  • When did momondo last update prices for flights from Lihue Airport to Chicago Midway Airport?

    Prices for flights from Lihue Airport to Chicago Midway Airport are updated daily.

  • How old do you have to be to fly from Lihue Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Lihue Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Lihue to Chicago?

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Can I find flights from Lihue to Chicago with flexible booking policies on momondo?

Flights from Lihue to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Lihue to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Lihue to Chicago.

I’m not ready to book a flight from Lihue to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Lihue. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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1 adult
mar. 9/2
mar. 9/9

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