Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Liberia from $261

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Liberia departing on 5/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Find the cheapest flights from Chicago Midway Airport to Liberia

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 12:00 pm
MDW
-
LIR
7h 00m
1 stop
Delta Logo
1:25 pm - 9:46 pm
LIR
-
MDW
7h 21m
1 stop
$494Delta
Mon, Sep 7 - Fri, Sep 18
Delta Logo
6:00 am - 12:00 pm
MDW
-
LIR
7h 00m
1 stop
Delta Logo
1:25 pm - 8:42 am
LIR
-
MDW
18h 17m
2 stops
$499Delta
Mon, Sep 7 - Tue, Sep 15
Delta Logo
6:00 am - 12:00 pm
MDW
-
LIR
7h 00m
1 stop
Delta Logo
1:25 pm - 9:46 pm
LIR
-
MDW
7h 21m
1 stop
$524Delta
Fri, Sep 11 - Wed, Sep 16
Delta Logo
5:59 pm - 12:00 pm
MDW
-
LIR
19h 01m
2 stops
Delta Logo
1:25 pm - 8:42 am
LIR
-
MDW
18h 17m
2 stops
$529Delta
Sat, Sep 12 - Wed, Sep 16
Delta Logo
6:00 am - 12:00 pm
MDW
-
LIR
7h 00m
1 stop
Delta Logo
1:25 pm - 9:46 pm
LIR
-
MDW
7h 21m
1 stop
$600Delta
Mon, Sep 7 - Mon, Sep 14
Delta Logo
5:59 pm - 12:00 pm
MDW
-
LIR
19h 01m
2 stops
Delta Logo
1:25 pm - 8:42 am
LIR
-
MDW
18h 17m
2 stops
$605Delta
Thu, Sep 10 - Fri, Sep 18
Southwest Logo
5:00 am - 11:15 am
MDW
-
LIR
7h 15m
1 stop
Southwest Logo
11:50 am - 11:05 pm
LIR
-
MDW
10h 15m
2 stops
$630Southwest
Sat, Jun 20 - Sat, Jun 27
Southwest Logo
5:05 am - 10:50 am
MDW
-
LIR
6h 45m
1 stop
Southwest Logo
11:50 am - 11:05 pm
LIR
-
MDW
10h 15m
2 stops
$632Southwest
Sat, Jun 20 - Sat, Jun 27
Delta Logo
5:59 pm - 12:00 pm
MDW
-
LIR
19h 01m
2 stops
Delta Logo
1:25 pm - 9:46 pm
LIR
-
MDW
7h 21m
1 stop
$635Delta
Sat, Sep 12 - Mon, Sep 14
Delta Logo
6:00 am - 12:00 pm
MDW
-
LIR
7h 00m
1 stop
Delta Logo
1:25 pm - 9:46 pm
LIR
-
MDW
7h 21m
1 stop
$650Delta
Mon, Sep 7 - Sat, Sep 19

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Chicago Midway Airport to Liberia

Our best Delta deals on Chicago Midway Airport to Liberia flight tickets
Delta
Sep 7
MDW6:00 amChicago Midway
7h 00m
1 stop
LIR12:00 pmLiberia
Sep 18
LIR1:25 pmLiberia
7h 21m
1 stop
MDW9:46 pmChicago Midway
$494
Delta
Sep 7
MDW6:00 amChicago Midway
7h 00m
1 stop
LIR12:00 pmLiberia
Sep 15
LIR1:25 pmLiberia
18h 17m
2 stops
MDW8:42 amChicago Midway
$499
Delta
Sep 11
MDW6:00 amChicago Midway
7h 00m
1 stop
LIR12:00 pmLiberia
Sep 16
LIR1:25 pmLiberia
7h 21m
1 stop
MDW9:46 pmChicago Midway
$524

Southwest flights from Chicago Midway Airport to Liberia

Our best Southwest deals on Chicago Midway Airport to Liberia flight tickets
Southwest
Jun 20
MDW5:00 amChicago Midway
7h 15m
1 stop
LIR11:15 amLiberia
Jun 27
LIR11:50 amLiberia
10h 15m
2 stops
MDW11:05 pmChicago Midway
$630
Southwest
Jun 20
MDW5:05 amChicago Midway
6h 45m
1 stop
LIR10:50 amLiberia
Jun 27
LIR11:50 amLiberia
10h 15m
2 stops
MDW11:05 pmChicago Midway
$632
Southwest
Jun 20
MDW5:05 amChicago Midway
6h 45m
1 stop
LIR10:50 amLiberia
Jun 27
LIR11:50 amLiberia
10h 20m
1 stop
MDW11:10 pmChicago Midway
$667

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated April 28, 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
Quickest round-trip

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 9/7

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Fri 9/18

1:25 pm-9:46 pm

1 stop7h 21m

$494

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 9/7

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Tue 9/15

1:25 pm-8:42 am

2 stops18h 17m

$499

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Fri 9/11

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Wed 9/16

1:25 pm-9:46 pm

1 stop7h 21m

$524

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 9/12

5:59 pm-12:00 pm

2 stops19h 01m

Liberia

Wed 9/16

1:25 pm-8:42 am

2 stops18h 17m

$529

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 9/7

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Mon 9/14

1:25 pm-9:46 pm

1 stop7h 21m

$600

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Thu 9/10

5:59 pm-12:00 pm

2 stops19h 01m

Liberia

Fri 9/18

1:25 pm-8:42 am

2 stops18h 17m

$605

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 6/20

5:00 am-11:15 am

1 stop7h 15m

Liberia

Sat 6/27

11:50 am-11:05 pm

2 stops10h 15m

$630

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 6/20

5:05 am-10:50 am

1 stop6h 45m

Liberia

Sat 6/27

11:50 am-11:05 pm

2 stops10h 15m

$632

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sat 9/12

5:59 pm-12:00 pm

2 stops19h 01m

Liberia

Mon 9/14

1:25 pm-9:46 pm

1 stop7h 21m

$635

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Mon 9/7

6:00 am-12:00 pm

1 stop7h 00m

Liberia

Sat 9/19

1:25 pm-9:46 pm

1 stop7h 21m

$650

Flights are sorted by cheapest round-trip flights first.

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

See travel insights to Liberia from

How to get the cheapest flight ticket from Chicago Midway Airport to Liberia

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

What is the cheapest day to depart on your flight to Liberia?

On average, the least expensive day to fly to Liberia from Chicago Midway Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $547. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Liberia for around $702.

Can stopping save me money on Chicago Midway Airport to Liberia flights?

You could potentially save up to 15% on your flight if you consider stops on a Chicago Midway Airport to Liberia flight.

When to book flights from Chicago Midway Airport to Liberia

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Liberia according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Liberia (MDW to LIR) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Liberia

Fastest flight time

6h 55m

Direct flights

None
The fastest flight from Chicago Midway Airport to Liberia takes 6h 55m
There are no direct flights from Chicago Midway Airport to Liberia. There are no popular flight routes from Chicago Midway Airport to Liberia.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Liberia

  • How far is Chicago Midway to Liberia by plane?

    The distance between Chicago Midway and Liberia is about 2155.4 mi. Typically, this will take 6h 55m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Liberia Airport?

    Prices for flights from Chicago Midway Airport to Liberia Airport are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Liberia Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Liberia Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Liberia Airport.

  • What documentation or ID do you need to fly to Liberia Airport?

    The travel and health documents required for your trip to Liberia Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Liberia Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago Midway Airport to Liberia?

Best airlines flying from Chicago Midway Airport to Liberia

Compare and see reviews for airlines that fly from Chicago Midway Airport to Liberia with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $420Free CancellationRating
8.0
4,314 reviews
Search Southwest flights

Traveling to a place near Liberia?

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

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Liberia from Chicago.

Can I find flights from Chicago to Liberia with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Liberia from Chicago with this policy.

How can momondo help me find flights from Chicago to Liberia?

momondo provides multiple filters to help you find the best flight to Liberia from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Liberia right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Liberia flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Liberia trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 5/28
Thu 6/4
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Costa Rica