Skyscanner home

Cheap Flights from Chicago Midway to Liberia

Compare Chicago Midway to Liberia flight deals

Find the cheapest month or even day of the year to fly to Liberia

Book the best Liberia fare with no extra fees

Flight deals from Chicago Midway to Liberia

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Liberia Airport? If you want to travel next month, return fares start from R 9,124. Find the lowest prices on one-way and return tickets right here.
Liberia.R 4,331 per passenger.Departing Tue, 19 May.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Tue, 19 May, arriving in Liberia.Price includes taxes and charges.From R 4,331, select.
Liberia.R 4,466 per passenger.Departing Sat, 13 Jun.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Sat, 13 Jun, arriving in Liberia.Price includes taxes and charges.From R 4,466, select.
Liberia.R 4,515 per passenger.Departing Sat, 8 Aug.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Sat, 8 Aug, arriving in Liberia.Price includes taxes and charges.From R 4,515, select.
Liberia.R 4,634 per passenger.Departing Mon, 27 Jul.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Mon, 27 Jul, arriving in Liberia.Price includes taxes and charges.From R 4,634, select.
Liberia.R 5,942 per passenger.Departing Mon, 2 Nov.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 2 Nov, arriving in Liberia.Price includes taxes and charges.From R 5,942, select.
Liberia.R 5,954 per passenger.Departing Tue, 29 Sep.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 29 Sep, arriving in Liberia.Price includes taxes and charges.From R 5,954, select.
Liberia.R 6,037 per passenger.Departing Sat, 3 Oct.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Sat, 3 Oct, arriving in Liberia.Price includes taxes and charges.From R 6,037, select.
Liberia.R 6,248 per passenger.Departing Sun, 19 Apr.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 19 Apr, arriving in Liberia.Price includes taxes and charges.From R 6,248, select.
Liberia.R 11,576 per passenger.Departing Thu, 24 Dec.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Chicago Midway on Thu, 24 Dec, arriving in Liberia.Price includes taxes and charges.From R 11,576, select.

Find the cheapest month to fly from Chicago Midway to Liberia

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Liberia flights are currently cheapest in May.
Apr
from R 6,248
May
from R 4,331
Jun
from R 4,466
Jul
from R 4,634
Aug
from R 4,515
Sep
from R 5,954
Oct
from R 6,037
Nov
from R 5,942
Dec
from R 11,576
Jan
Find prices
Feb
Find prices
Mar
Find prices

Chicago Midway to Liberia: Alternative routes

Compare routes from Chicago Midway to Liberia below. You may find an airport to fly into that's cheaper, faster, or easier than Liberia.

Liberia

13km from central Liberia
ClosestCheapest
from R 4,331
Search flights

Tamarindo

54km from central Liberia
Search flights

Nosara Beach

76km from central Liberia
Search flights

Chicago to Liberia: Flight information

The things to know before you go.
Cheapest flight foundR 4,331
Cheapest month to flyMay

Finding cheap flights from Chicago Midway to Liberia: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Liberia is R 9,124. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago Midway to Liberia. But we found flights with one or more stops from R 9,124.
As of April 2026, there are no flights flying from Chicago Midway to Liberia.
The cheapest month to fly from Chicago Midway to Liberia is usually May.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Liberia Airport on Saturday, 16 May 2026.
No airlines currently offer direct flights between Chicago Midway Airport and Liberia Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Liberia but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Liberia is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Southwest Airlines offers the cheapest flight tickets to Liberia.

Travelling from Chicago Midway International Airport (MDW) to Liberia Airport (LIR): what you need to know

  • The timezone in Liberia is UTC-6, which is one hour behind Chicago.

  • To ensure you catch your MDW to LIR flight, allow plenty of time to check in and find your gate. Turning up two hours ahead of international departures and one hour before domestic flights is the general travel rule.

  • Travelling during a peak time like July? Major public holidays and other popular periods can lead to longer queues and delays at security. Play it safe and arrive up to four hours ahead of an international flight and two hours before domestic departures.

  • Think about adding a stopover when booking your ticket from Chicago Midway International Airport to Liberia Airport. Just uncheck 'Direct flights only' to break up your journey, or even explore someplace new along the way. Here's where you can stop between MDW and LIR:

    • Hartsfield-Jackson Atlanta International Airport

    • William P. Hobby Airport

    • George Bush Intercontinental Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Liberia Airport (LIR)

  • R 4,331 is the lowest price for a one-way Chicago Midway International Airport to Liberia Airport flight. A return flight starts from R 9,124. These fares can change based on availability.

  • It's usually best to book in advance if you're looking for cheap tickets from MDW to LIR. That's because flight prices are based on demand, which tends to rise closer to the date of departure.

  • The 'Whole month' search function shows you the cheapest flights from Chicago Midway International Airport to Liberia Airport throughout the month. It's a good way to find a bargain if your travel dates are flexible.

  • Save time searching for cheap flights from MDW to LIR by setting up a Price Alert. You'll get an email or notification through the app when a new low fare is offered.

  • Pick your preferred departure and arrival times, number of stops and airlines with the filters. Or sort your results by 'Cheapest' to get the best deals on flights from Chicago Midway International Airport to Liberia Airport.

Handy information about Chicago Midway International Airport (MDW)

  • You'll find MDW at 5700 South Cicero.

  • Of all flights departing from Chicago Midway International Airport, 77.88% land on time at their destination.

  • Chicago Midway International Airport is around 19 kilometres from central Chicago. If you're driving, ride-sharing or catching a cab from the centre, it'll take you 20 minutes or so to arrive, depending on the traffic.

  • The journey on public transport will take about 45 minutes.

  • Get your holiday off to a hassle-free start by staying near MDW. Whether you're boarding an early flight from Chicago Midway International Airport to Liberia Airport or want to avoid feeling rushed, these stays are the answer:

Arriving at Liberia Airport (LIR)

Getting from Liberia Airport (LIR) to central Liberia

  • From Liberia Airport, Liberia is approximately 13 kilometres away. It takes around 20 minutes to get to the centre driving.

When to fly to Liberia Airport (LIR)

  • It's time to work out your dates for your flight from Chicago Midway International Airport to Liberia Airport. January is the busiest month to head to Liberia. If you prefer a more laid-back vibe, go in May.

  • Book your flight from Chicago Midway International Airport to Liberia Airport for April if you want to visit Liberia during its warmest month. You can expect temperatures of between 22ºC (72ºF) and 35ºC (95ºF).

  • Look for cheap tickets from MDW to LIR in November if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between 21ºC (70ºF) and 30ºC (86ºF) on average.

Explore more of Costa Rica

  • You've visited Liberia, now it's time to discover other corners of Costa Rica. Journey about 161 kilometres south-east to San Jose to tick off its must-visit sights. From Teatro Nacional Costa Rica to National Park (Parque Nacional) and Plaza de la Cultura, your itinerary will be busy.

  • Limon is another well-known destination in Costa Rica and is around 274 kilometres east of Liberia. No trip is complete without dropping by Veragua Rainforest Park, Playa Bonita and Cruise Pier Puerto Limon.

Plan the rest of your trip from Chicago to Liberia

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.