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Liberia

$223+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIR
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$469
(Delta)

One-way from

$223
(Southwest)

Popular in

December

Cheapest in

August

Average price

$733
Provider with most accurate pricing for Chicago Midway-Liberia flight deals.
Search Deals
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. 17% potential increase in price ($150 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($39 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 6, 2025.

This Delta deal was found by Cheapflights users on 11/5. 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.
Thu 12/116:00 amMDW - LIR
1 stop6h 40mDelta
Thu 12/182:05 pmLIR - MDW
1 stop9h 42mDelta
Deal found 11/5$469
This Southwest deal was found by Cheapflights users on 11/6. 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
Mon 12/82:45 pmLIR - MDW
1 stop7h 25mSouthwest
Deal found 11/6$551
This Delta deal was found by Cheapflights users on 11/5. 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 12/36:00 amMDW - LIR
1 stop6h 40mDelta
Wed 12/102:05 pmLIR - MDW
1 stop9h 42mDelta
Deal found 11/5$583
This Southwest deal was found by Cheapflights users on 11/5. 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
Thu 11/132:45 pmLIR - MDW
1 stop9h 25mSouthwest
Deal found 11/5$585
This Southwest deal was found by Cheapflights users on 11/6. 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 12/147:35 pmMDW - LIR
2 stops18h 15mSouthwest
Wed 12/172:45 pmLIR - MDW
1 stop7h 25mSouthwest
Deal found 11/6$633
This Mytrip deal was found by Cheapflights users on 11/5. 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 12/204:15 pmMDW - LIR
2 stops22h 45mMultiple Airlines
Sat 12/274:00 pmLIR - MDW
2 stops23h 20mMultiple Airlines
Deal found 11/5$638
This Southwest deal was found by Cheapflights users on 11/5. 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 12/38:20 pmMDW - LIR
2 stops17h 30mSouthwest
Wed 12/102:45 pmLIR - MDW
1 stop7h 25mSouthwest
Deal found 11/5$659
This Delta deal was found by Cheapflights users on 11/6. 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.
Tue 12/26:00 amMDW - LIR
1 stop6h 40mDelta
Sun 12/72:05 pmLIR - MDW
1 stop9h 42mDelta
Deal found 11/6$695
This Southwest deal was found by Cheapflights users on 11/5. 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.
Thu 12/117:00 amMDW - LIR
1 stop6h 50mSouthwest
Thu 12/182:45 pmLIR - MDW
2 stops18h 00mSouthwest
Deal found 11/5$697

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 6, 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

Thu 12/11

6:00 am-12:40 pm

1 stop6h 40m

Liberia

Thu 12/18

2:05 pm-11:47 pm

1 stop9h 42m

$469

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 1/26

6:00 am-12:50 pm

1 stop6h 50m

Liberia

Tue 2/3

2:45 pm-9:08 am

1 stop18h 23m

$477

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Wed 1/28

6:00 am-12:50 pm

1 stop6h 50m

Liberia

Fri 2/6

3:05 pm-10:26 pm

1 stop7h 21m

$477

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Thu 1/29

6:00 am-12:50 pm

1 stop6h 50m

Liberia

Tue 2/3

2:45 pm-9:08 am

1 stop18h 23m

$477

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Fri 1/30

6:00 am-1:50 pm

1 stop7h 50m

Liberia

Fri 2/6

3:05 pm-10:26 pm

1 stop7h 21m

$477

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 1/25

6:00 am-1:50 pm

1 stop7h 50m

Liberia

Tue 2/3

2:45 pm-9:08 am

1 stop18h 23m

$477

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 1/26

6:00 am-12:50 pm

1 stop6h 50m

Liberia

Wed 2/4

3:05 pm-10:26 pm

1 stop7h 21m

$477

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 1/12

7:16 pm-1:24 pm

1 stop18h 08m

Liberia

Sun 1/25

3:05 pm-10:26 pm

1 stop7h 21m

$477

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 1/10

6:45 am-1:50 pm

1 stop7h 05m

Liberia

Thu 1/22

3:05 pm-10:26 pm

1 stop7h 21m

$477

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 1/12

7:16 pm-1:24 pm

1 stop18h 08m

Liberia

Fri 1/23

2:05 pm-10:26 pm

1 stop8h 21m

$477

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 21 results
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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.

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, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Liberia (average of $394). Flying from Chicago Midway Airport to Liberia in March is currently the most expensive (average of $637). 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 November 6, 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
4,241 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

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 40m. Delta provides one of the quickest options available for as low as $469. The distance from Chicago Midway Airport to Liberia is about 2158 mi.

  • 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, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Liberia (average of $394). Flying from Chicago Midway Airport to Liberia in March is currently the most expensive (average of $637). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$511Average$731FlexibilityNo cancel feeOn-time63%

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