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Liberia

$312+ Cheap flights from Midway (MDW) to Liberia (LIR)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIR
Jun 17 — Jun 241
Wed 6/17
Wed 6/24
1 adult, Economy
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Cheap flight deals from Midway to Liberia

Cheapest flights from Midway to Liberia
Explore the most affordable flight options available from Midway to Liberia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 18, 2026.

This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:15 am
MDW
-
LIR
1 stop8h 35m
Southwest
Tue 11/102:45 pm
LIR
-
MDW
1 stop8h 20m
Southwest
Deal found 5/14$575
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/55:05 am
MDW
-
LIR
1 stop7h 30m
Southwest
Sat 7/112:30 pm
LIR
-
MDW
1 stop7h 40m
Southwest
Deal found 5/14$604
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:35 pm
MDW
-
LIR
2 stops17h 15m
Southwest
Mon 7/132:10 pm
LIR
-
MDW
1 stop7h 50m
Southwest
Deal found 5/13$618
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:35 pm
MDW
-
LIR
2 stops17h 15m
Southwest
Tue 7/72:10 pm
LIR
-
MDW
2 stops18h 30m
Southwest
Deal found 5/14$628
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:55 am
MDW
-
LIR
1 stop6h 50m
Southwest
Sun 10/251:45 pm
LIR
-
MDW
2 stops18h 10m
Southwest
Deal found 5/15$633
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:00 am
MDW
-
LIR
1 stop7h 15m
Southwest
Sat 6/272:30 pm
LIR
-
MDW
1 stop7h 40m
Southwest
Deal found 5/15$643
This Delta deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:00 am
MDW
-
LIR
1 stop7h 00m
Delta
Wed 10/281:25 pm
LIR
-
MDW
1 stop7h 20m
Delta
Deal found 5/15$646
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:35 pm
MDW
-
LIR
2 stops17h 40m
Southwest
Tue 7/142:10 pm
LIR
-
MDW
2 stops17h 30m
Southwest
Deal found 5/13$648

Find flight deals from Midway to Liberia

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Liberia (LIR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$575
(Southwest)

One-way from

$312
(Southwest)

Popular in

December

Cheapest in

August

Average price

$676
Provider with most accurate pricing for Chicago Midway-Liberia flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Liberia flights.
Search Deals
From Chicago Midway to Liberia
Search Deals
One-way flight from Chicago Midway to Liberia
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Liberia 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, Cheapflights users made 2,558,603 searches. Data last updated May 18, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Liberia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 7/5

5:05 am-11:35 am

1 stop7h 30m

Liberia

Sat 7/11

2:30 pm-7:10 am

2 stops15h 40m

$609

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Fri 7/3

6:35 pm-10:50 am

2 stops17h 15m

Liberia

Tue 7/14

2:10 pm-11:50 pm

1 stop8h 40m

$648

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 5/31

6:50 am-1:10 pm

1 stop7h 20m

Liberia

Sun 6/7

12:35 pm-11:40 pm

1 stop10h 05m

$693

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 7/11

5:00 am-11:15 am

1 stop7h 15m

Liberia

Sat 7/18

11:50 am-11:10 pm

1 stop10h 20m

$759
Quickest round-trip

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 7/6

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Sun 7/12

1:25 pm-10:15 pm

1 stop7h 50m

$846

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Fri 8/7

7:55 pm-12:45 pm

2 stops17h 50m

Liberia

Sat 8/15

1:40 pm-10:00 pm

1 stop7h 20m

$870

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Fri 8/7

6:05 am-12:00 pm

1 stop6h 55m

Liberia

Sat 8/15

1:25 pm-10:36 pm

1 stop8h 11m

$901

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 8/1

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Sun 8/9

1:25 pm-10:36 pm

1 stop8h 11m

$901

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Wed 7/15

5:05 am-1:10 pm

2 stops9h 05m

Liberia

Sat 7/18

11:50 am-11:10 pm

1 stop10h 20m

$904

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 7/6

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Mon 7/13

1:25 pm-10:15 pm

1 stop7h 50m

$926

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Midway to Liberia

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Liberia in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Liberia flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Liberia flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Liberia flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Liberia flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Liberia flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Liberia

Have a flexible travel schedule? Discover the best time to fly to Liberia from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Liberia

Get insights into the airlines that provide service to Liberia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Liberia. Reviews last updated May 18, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Liberia, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,287 reviews

Entertainment

7.5

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,287 reviews
Southwest
7.9
Good
4,287 reviews

Entertainment

7.5

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Midway to Liberia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Liberia from Chicago Midway?

    For a flight from Chicago Midway to Liberia, you will be flying into Liberia. Liberia (LIR) is just 7.7 mi from the center of the city. Liberia is the only Liberia airport and it handles 0 inbound flights from Chicago Midway per day. 1 airline has flights to Liberia from Chicago Midway on a regular basis.

  • How long is the flight from Chicago Midway Airport to Liberia?

    A quick flight from Chicago Midway Airport to Liberia can take about 7h 30m. Southwest provides one of the quickest options available for as low as $609. The distance from Chicago Midway Airport to Liberia is about 2158 mi.

  • What is the cheapest airline to fly from Chicago Midway Airport to Liberia round-trip?

    Flying on Southwest is currently your cheapest option to Liberia, with prices starting at $420.

  • Can I find deals for flights from Midway to Liberia that include hotel bookings?

    Yes. In addition to deals on Midway to Liberia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Liberia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Liberia.

  • Can I find deals for business class flights from Midway to Liberia?

    Yes. Cheapflights offers flight deals from Midway to Liberia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Liberia?

Book flights to Liberia if you plan to visit one of these locations
Culebra

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Alternative routes for Midway to Liberia

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to San José flights
O'Hare Intl to Liberia flights
Midway to San José flights

Top airline flying from Midway to Liberia

Discover the top airline that operate flights from Midway to Liberia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$420Average$678FlexibilityNo cancel feeOn-time63%

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