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$269+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIR
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$403
(Southwest)

One-way from

$269
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$710
Provider with most accurate pricing for Chicago Midway-Liberia flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Liberia flights.
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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. 15% potential increase in price ($132 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 13, 2025.

This Southwest deal was found by Cheapflights users on 11/12. 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.
Fri 12/57:00 amMDW - LIR
1 stop7h 15mSouthwest
Fri 12/122:45 pmLIR - MDW
2 stops21h 15mSouthwest
Deal found 11/12$581
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/612:45 pmMDW - LIR
1 stop25h 10mMultiple Airlines
Sat 12/135:55 pmLIR - MDW
1 stop16h 10mMultiple Airlines
Deal found 11/12$609
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/61:50 pmMDW - LIR
2 stops24h 39mWestJet
Sat 12/1312:50 pmLIR - MDW
2 stops29h 28mWestJet
Deal found 11/11$682
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2511:00 amMDW - LIR
1 stop27h 29mMultiple Airlines
Sun 11/306:40 pmLIR - MDW
2 stops38h 37mMultiple Airlines
Deal found 11/12$689
This Southwest deal was found by Cheapflights users on 11/11. 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.
Tue 12/27:00 amMDW - LIR
1 stop6h 50mSouthwest
Fri 12/122:45 pmLIR - MDW
1 stop9h 25mSouthwest
Deal found 11/11$697
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:30 pmMDW - LIR
2 stops19h 50mMultiple Airlines
Mon 12/13:20 pmLIR - MDW
1 stop18h 45mMultiple Airlines
Deal found 11/11$721
This Southwest deal was found by Cheapflights users on 11/12. 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.
Mon 12/158:25 pmMDW - LIR
2 stops17h 25mSouthwest
Sun 12/212:45 pmLIR - MDW
2 stops17h 55mSouthwest
Deal found 11/12$722
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2411:00 amMDW - LIR
1 stop27h 29mMultiple Airlines
Fri 12/263:20 pmLIR - MDW
1 stop18h 45mMultiple Airlines
Deal found 11/11$728

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 November 13, 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

Sun 2/1

8:50 pm-2:15 pm

2 stops17h 25m

Liberia

Fri 2/6

2:55 pm-9:00 am

2 stops18h 05m

$403

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 2/1

8:50 pm-2:15 pm

2 stops17h 25m

Liberia

Thu 2/5

2:55 pm-10:25 pm

1 stop7h 30m

$403

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 2/1

6:00 am-12:50 pm

1 stop6h 50m

Liberia

Fri 2/6

2:05 pm-10:26 pm

1 stop8h 21m

$473

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 2/1

6:00 am-12:50 pm

1 stop6h 50m

Liberia

Thu 2/5

3:05 pm-10:26 pm

1 stop7h 21m

$473

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Fri 1/30

6:35 pm-11:15 am

1 stop16h 40m

Liberia

Sun 2/8

3:05 pm-12:48 pm

2 stops21h 43m

$537

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Thu 1/29

6:00 am-12:50 pm

1 stop6h 50m

Liberia

Sun 2/8

3:05 pm-10:26 pm

1 stop7h 21m

$689

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 1/31

6:00 am-1:50 pm

1 stop7h 50m

Liberia

Sat 2/14

3:05 pm-10:44 pm

1 stop7h 39m

$689

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 1/31

7:50 pm-2:15 pm

2 stops18h 25m

Liberia

Sat 2/14

4:00 pm-8:55 am

2 stops16h 55m

$691

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Thu 1/1

6:33 pm-6:30 pm

2 stops23h 57m

$269

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Thu 1/1

6:55 am-1:50 pm

1 stop6h 55m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 15 results
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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Liberia flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 13, 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
4,242 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 6h 50m. Southwest provides one of the quickest options available for as low as $473. The distance from Chicago Midway Airport to Liberia is about 2158 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$511Average$731FlexibilityNo cancel feeOn-time63%

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