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Liberia

$281+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIR
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap 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 August 14, 2025.

Round-trip from

$447
(Southwest)

One-way from

$281
(Southwest)

Popular in

December

Cheapest in

August

Average price

$539
From Chicago Midway to Liberia
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One-way flight from Chicago Midway to Liberia
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Highest demand for flights based on searches. 16% potential increase in price ($147 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($40 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 14, 2025.

This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 11/128:20 pmMDW - LIR
2 stops17h 30mSouthwest
Wed 11/192:45 pmLIR - MDW
2 stops18h 30mSouthwest
Deal found 8/12$447
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 11/57:00 amMDW - LIR
1 stop6h 50mSouthwest
Wed 11/122:45 pmLIR - MDW
1 stop7h 25mSouthwest
Deal found 8/12$449
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sun 11/95:10 amMDW - LIR
1 stop8h 40mSouthwest
Fri 11/142:45 pmLIR - MDW
2 stops16h 45mSouthwest
Deal found 8/13$475
This Southwest deal was found by Cheapflights users on 8/12. 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 10/47:00 amMDW - LIR
1 stop7h 05mSouthwest
Sat 10/112:05 pmLIR - MDW
1 stop7h 20mSouthwest
Deal found 8/12$480
This Delta deal was found by Cheapflights users on 8/12. 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.
Mon 9/86:00 amMDW - LIR
1 stop7h 00mDelta
Wed 9/171:25 pmLIR - MDW
1 stop7h 11mDelta
Deal found 8/12$523
This Delta deal was found by Cheapflights users on 8/12. 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.
Mon 10/276:00 amMDW - LIR
1 stop7h 00mDelta
Wed 11/52:05 pmLIR - MDW
1 stop8h 09mDelta
Deal found 8/12$544
This Delta deal was found by Cheapflights users on 8/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:00 amMDW - LIR
1 stop6h 43mDelta
Thu 12/252:15 pmLIR - MDW
1 stop7h 50mDelta
Deal found 8/13$555

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 August 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Liberia that are best for you.

Fly from

Midway

Fly to

Liberia

Route

Depart

Return

Price

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Wed 11/12

8:20 pm-1:50 pm

2 stops17h 30m

Liberia

Wed 11/19

2:45 pm-9:15 am

2 stops18h 30m

$447

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Wed 11/5

7:00 am-1:50 pm

1 stop6h 50m

Liberia

Wed 11/12

2:45 pm-10:10 pm

1 stop7h 25m

$449

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 11/9

5:10 am-1:50 pm

1 stop8h 40m

Liberia

Fri 11/14

2:45 pm-7:30 am

2 stops16h 45m

$475

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 10/4

7:00 am-1:05 pm

1 stop7h 05m

Liberia

Sat 10/11

2:05 pm-10:25 pm

1 stop7h 20m

$480

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 9/8

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Wed 9/17

1:25 pm-9:36 pm

1 stop7h 11m

$523

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 10/27

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Wed 11/5

2:05 pm-10:14 pm

1 stop8h 09m

$544

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 9/13

7:20 pm-1:15 pm

2 stops18h 55m

$281

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 9/13

6:15 am-3:20 pm

3 stops34h 05m

$326

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Thu 10/16

9:26 pm-2:50 pm

3 stops18h 24m

$421

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Thu 10/16

6:00 am-12:00 pm

1 stop7h 00m

$424

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 13 results
1
2

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Liberia

What is the cheapest month to book a flight from Chicago Midway Airport to Liberia?

Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Liberia (average of $496). Flying from Chicago Midway Airport to Liberia in March is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 August 14, 2025.
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
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Liberia?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Liberia (average of $496). Flying from Chicago Midway Airport to Liberia in March is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$535Average$731FlexibilityNo cancel feeOn-time63%

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