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Cheap flights from Lihue to Chicago from $184

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 4/15. 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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:05 pm - 12:35 pm
LIH
-
MDW
13h 30m
2 stops
Southwest Logo
6:10 am - 4:25 pm
MDW
-
LIH
14h 15m
2 stops
$605Southwest
Tue, Feb 24 - Sat, Feb 28
Southwest Logo
7:05 pm - 12:35 pm
LIH
-
MDW
13h 30m
2 stops
Southwest Logo
6:10 am - 4:25 pm
MDW
-
LIH
14h 15m
2 stops
$615Southwest
Tue, Feb 24 - Sat, Feb 28
Delta Logo
9:20 pm - 4:14 pm
LIH
-
MDW
14h 54m
2 stops
Delta Logo
6:00 am - 8:28 pm
MDW
-
LIH
18h 28m
2 stops
$638Delta
Fri, Feb 27 - Tue, Mar 3
Southwest Logo
9:15 pm - 5:20 pm
LIH
-
MDW
16h 05m
1 stop
Southwest Logo
5:05 am - 4:25 pm
MDW
-
LIH
15h 20m
2 stops
$656Southwest
Fri, Feb 27 - Tue, Mar 3
Southwest Logo
9:15 pm - 12:35 pm
LIH
-
MDW
11h 20m
1 stop
Southwest Logo
6:10 am - 4:25 pm
MDW
-
LIH
14h 15m
2 stops
$676Southwest
Tue, Feb 24 - Sat, Feb 28
Southwest Logo
9:15 pm - 4:35 pm
LIH
-
MDW
15h 20m
1 stop
Southwest Logo
6:10 am - 4:25 pm
MDW
-
LIH
14h 15m
2 stops
$686Southwest
Tue, Feb 24 - Sat, Feb 28
Delta Logo
8:31 pm - 6:14 pm
LIH
-
MDW
16h 43m
2 stops
Delta Logo
9:23 am - 5:40 pm
MDW
-
LIH
13h 17m
2 stops
$825Delta
Fri, May 22 - Sun, May 31
Delta Logo
8:31 pm - 6:14 pm
LIH
-
MDW
16h 43m
2 stops
Delta Logo
9:23 am - 5:40 pm
MDW
-
LIH
13h 17m
2 stops
$835Delta
Fri, May 22 - Sun, May 31
Delta Logo
8:31 pm - 6:14 pm
LIH
-
MDW
16h 43m
2 stops
Delta Logo
9:23 am - 5:40 pm
MDW
-
LIH
13h 17m
2 stops
$885Delta
Fri, May 22 - Sun, May 31

Southwest flights from Lihue to Chicago Midway Airport

Our best Southwest deals on Lihue to Chicago Midway Airport flight tickets
Southwest
Feb 24
LIH7:05 pmLihue
13h 30m
2 stops
MDW12:35 pmChicago Midway
Feb 28
MDW6:10 amChicago Midway
14h 15m
2 stops
LIH4:25 pmLihue
$605
Southwest
Feb 24
LIH7:05 pmLihue
13h 30m
2 stops
MDW12:35 pmChicago Midway
Feb 28
MDW6:10 amChicago Midway
14h 15m
2 stops
LIH4:25 pmLihue
$615
Southwest
Feb 27
LIH9:15 pmLihue
16h 05m
1 stop
MDW5:20 pmChicago Midway
Mar 3
MDW5:05 amChicago Midway
15h 20m
2 stops
LIH4:25 pmLihue
$656

Delta flights from Lihue to Chicago Midway Airport

Our best Delta deals on Lihue to Chicago Midway Airport flight tickets
Delta
Feb 27
LIH9:20 pmLihue
14h 54m
2 stops
MDW4:14 pmChicago Midway
Mar 3
MDW6:00 amChicago Midway
18h 28m
2 stops
LIH8:28 pmLihue
$638
Delta
May 22
LIH8:31 pmLihue
16h 43m
2 stops
MDW6:14 pmChicago Midway
May 31
MDW9:23 amChicago Midway
13h 17m
2 stops
LIH5:40 pmLihue
$825
Delta
May 22
LIH8:31 pmLihue
16h 43m
2 stops
MDW6:14 pmChicago Midway
May 31
MDW9:23 amChicago Midway
13h 17m
2 stops
LIH5:40 pmLihue
$835

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 February 12, 2026.
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

Tue 2/24

7:05 pm-12:35 pm

2 stops13h 30m

Chicago Midway

Sat 2/28

6:10 am-4:25 pm

2 stops14h 15m

$605

LihueChicago

LIH - MDW

LIHMDW

Lihue

Tue 2/24

7:05 pm-12:35 pm

2 stops13h 30m

Chicago Midway

Sat 2/28

6:10 am-4:25 pm

2 stops14h 15m

$615

LihueChicago

LIH - MDW

LIHMDW

Lihue

Fri 2/27

9:20 pm-4:14 pm

2 stops14h 54m

Chicago Midway

Tue 3/3

6:00 am-8:28 pm

2 stops18h 28m

$638

LihueChicago

LIH - MDW

LIHMDW

Lihue

Fri 2/27

9:15 pm-5:20 pm

1 stop16h 05m

Chicago Midway

Tue 3/3

5:05 am-4:25 pm

2 stops15h 20m

$656

LihueChicago

LIH - MDW

LIHMDW

Lihue

Tue 2/24

9:15 pm-12:35 pm

1 stop11h 20m

Chicago Midway

Sat 2/28

6:10 am-4:25 pm

2 stops14h 15m

$676

LihueChicago

LIH - MDW

LIHMDW

Lihue

Tue 2/24

9:15 pm-4:35 pm

1 stop15h 20m

Chicago Midway

Sat 2/28

6:10 am-4:25 pm

2 stops14h 15m

$686

LihueChicago

LIH - MDW

LIHMDW

Lihue

Fri 5/22

8:31 pm-6:14 pm

2 stops16h 43m

Chicago Midway

Sun 5/31

9:23 am-5:40 pm

2 stops13h 17m

$825

LihueChicago

LIH - MDW

LIHMDW

Lihue

Fri 5/22

8:31 pm-6:14 pm

2 stops16h 43m

Chicago Midway

Sun 5/31

9:23 am-5:40 pm

2 stops13h 17m

$835

LihueChicago

LIH - MDW

LIHMDW

Lihue

Fri 5/22

8:31 pm-6:14 pm

2 stops16h 43m

Chicago Midway

Sun 5/31

9:23 am-5:40 pm

2 stops13h 17m

$885

LihueChicago

LIH - MDW

LIHMDW

Lihue

Wed 4/15

9:00 pm-2:49 pm

3 stops36h 49m

$184

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 3% 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

Fastest flight time

14h 54m

Direct flights

None
The fastest flight from Lihue to Chicago Midway Airport takes 14h 54m
There are no direct flights from Lihue to Chicago Midway Airport. There are no popular flight routes from Lihue to Chicago Midway Airport.
Search flight deals

  • 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 14h 54m.

  • 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
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Lihue to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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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