Cheap Flights from Chicago Midway to Lisbon

Compare Chicago Midway to Lisbon flight deals

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

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Flight deals from Chicago Midway to Lisbon

Looking for a cheap last-minute deal or the best round-trip flight from Chicago Midway to Lisbon? Find the lowest prices on one-way and round-trip tickets right here.

Lisbon.AED 1,841 per passenger.Departing Tue, Apr 7, returning Wed, Apr 15.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Tue, Apr 7, arriving in Lisbon.Inbound indirect flight with Delta, departing from Lisbon on Wed, Apr 15, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,841, select.

Lisbon.AED 1,842 per passenger.Departing Tue, Mar 3, returning Tue, Mar 10.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Tue, Mar 3, arriving in Lisbon.Inbound indirect flight with Delta, departing from Lisbon on Tue, Mar 10, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,842, select.

Lisbon.AED 1,842 per passenger.Departing Wed, Feb 25, returning Wed, Mar 4.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Wed, Feb 25, arriving in Lisbon.Inbound indirect flight with Delta, departing from Lisbon on Wed, Mar 4, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,842, select.

Lisbon.AED 1,846 per passenger.Departing Wed, Feb 18, returning Wed, Feb 25.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Wed, Feb 18, arriving in Lisbon.Inbound indirect flight with Delta, departing from Lisbon on Wed, Feb 25, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,846, select.

Lisbon.AED 1,979 per passenger.Departing Mon, Apr 27, returning Mon, May 4.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Mon, Apr 27, arriving in Lisbon.Inbound indirect flight with Delta, departing from Lisbon on Mon, May 4, arriving in Chicago Midway.Price includes taxes and charges.From AED 1,979, select.

Lisbon.AED 2,112 per passenger.Departing Wed, Mar 18, returning Wed, Apr 1.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Wed, Mar 18, arriving in Lisbon.Inbound indirect flight with Delta, departing from Lisbon on Wed, Apr 1, arriving in Chicago Midway.Price includes taxes and charges.From AED 2,112, select.

Lisbon.AED 2,365 per passenger.Departing Tue, May 12, returning Tue, May 19.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Tue, May 12, arriving in Lisbon.Inbound indirect flight with Delta, departing from Lisbon on Tue, May 19, arriving in Chicago Midway.Price includes taxes and charges.From AED 2,365, select.

Lisbon.AED 2,638 per passenger.Departing Wed, May 27, returning Wed, Jun 3.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Wed, May 27, arriving in Lisbon.Inbound indirect flight with Delta, departing from Lisbon on Wed, Jun 3, arriving in Chicago Midway.Price includes taxes and charges.From AED 2,638, select.

Find the cheapest month to fly from Chicago Midway to Lisbon

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Lisbon flights are currently cheapest in April.

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Chicago Midway to Lisbon: Alternative routes

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

Lisbon

8km from central Lisbon

ClosestCheapest

from AED 1,842

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Cascais Municipal

19km from central Lisbon

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Chicago to Lisbon: Flight information

The things to know before you go.

Cheapest flight found	AED 1,841
Cheapest month to fly	April

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

How much are round-trip flights from Chicago Midway to Lisbon?

The best price we found for a round-trip flight from Chicago Midway to Lisbon is AED 1,841. 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.

Which airlines fly direct from Chicago Midway to Lisbon?

Currently, there are no airlines that fly direct from Chicago Midway to Lisbon. But we found flights with one or more stops from AED 1,842.

How many flights are there a week from Chicago Midway to Lisbon?

There are no flights flying from Chicago Midway to Lisbon, as of February 2026.

When is the cheapest time to fly from Chicago Midway to Lisbon?

The cheapest month to fly from Chicago Midway to Lisbon is usually April.

Which upcoming date is cheapest to fly from Chicago Midway Airport to Lisbon Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Lisbon Airport on Tuesday, April 7, 2026.

Can I get a direct flight from Chicago Midway Airport to Lisbon Airport?

No airlines currently offer direct flights between Chicago Midway Airport and Lisbon Airport. Most routes have one or more stops.

When is the best time to book flights to Lisbon?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Lisbon is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly with from Chicago Midway Airport to Lisbon?

Currently, Delta offers the cheapest flight tickets to Lisbon.

Traveling from Chicago Midway International Airport (MDW) to Lisbon Portela Airport (LIS): what you need to know

Lisbon is five hours ahead of Chicago and follows the UTC+0 timezone.
Get to the airport on time so you don't miss your MDW to LIS flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid a last-minute sprint to the gate.
You'll likely experience bigger queues in popular months such as July. Arriving up to four hours ahead of international flights and two hours for domestic departures will help ensure a smooth travel experience.
Opt for a stopover if you'd love to break up your flight. Just deselect 'Direct flights only' to see all your options for tickets from Chicago Midway International Airport to Lisbon Portela Airport. Logan International Airport is a top stopover on the MDW to LIS route.

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Lisbon Portela Airport (LIS)

Currently, AED 766 is the lowest price we've found for a one-way Chicago Midway International Airport to Lisbon Portela Airport flight. The best price for a return plane ticket is AED 1,841. Bear in mind that fares can change due to demand when booking.
To find cheap tickets from MDW to LIS, book as early as you can. Airlines typically offer their most competitively priced fares when flights are first made available.
Finding cheap flights from Chicago Midway International Airport to Lisbon Portela Airport is more likely if you're flexible with your trip dates. Use the 'Whole month' tool to see the best prices across each month and land a great deal.
Snapping up cheap flights from MDW to LIS is a breeze with Price Alerts. All you need to do is create one of these automatic alerts and we'll get in touch when fares go down.
Pick your preferred departure and arrival times, airlines and number of stops with the filters. Alternatively, sort your results by 'Cheapest' to find the best deals on flights from Chicago Midway International Airport to Lisbon Portela Airport.

Handy information about Chicago Midway International Airport (MDW)

MDW is located at 5700 South Cicero.
77.88% of flights that depart Chicago Midway International Airport make it to their destination on time.
Central Chicago to Chicago Midway International Airport is approximately 19 kilometers. Depending on traffic, it'll take you about 20 minutes to get there if you're driving, ride-sharing or catching a cab.
Planning to catch public transport? You can expect a journey time of around 45 minutes.
Get your journey off to a relaxed start by staying near MDW. Whether you have an early flight from Chicago Midway International Airport to Lisbon Portela Airport or just don't like being rushed, these stays are ideal:

Arriving at Lisbon Portela Airport (LIS)

If you're coming in on a late Chicago Midway International Airport to Lisbon Portela Airport flight, nothing tops the convenience of being near the terminal. Grab your suitcases from the carousel and then be tucked up in bed soon after at one of these accommodation options near LIS:
Grab a Lisbon Portela Airport rental car and explore Lisbon and beyond with your own set of wheels. Klass Wagen, Goldcar and OK Mobility are well-known companies you can book with here.
Reserving your vehicle from Lisbon Portela Airport around two weeks ahead boosts your odds of scoring a great price.

Getting from Lisbon Portela Airport (LIS) to central Lisbon

Lisbon Portela Airport is approximately 10 kilometers from central Lisbon. Driving there takes about 20 minutes.
Getting to the center on public transport will take you around 1 hour.

When to fly to Lisbon Portela Airport (LIS)

It's time to choose your dates for your flight from Chicago Midway International Airport to Lisbon Portela Airport. June is the most popular month to visit Lisbon. If you like a more laid-back vibe, go in January.
Lock in your flight from Chicago Midway International Airport to Lisbon Portela Airport for August if you want to visit Lisbon during its warmest month. Expect temperatures of between 16ºC (61ºF) and 29ºC (84ºF).
Search for cheap tickets from MDW to LIS in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between 8ºC (46ºF) and 16ºC (61ºF) on average.

Explore more of Portugal

You've done Lisbon, now it's time to discover other parts of Portugal. Journey about 274 kilometers north to Porto to tick off its top attractions. From Livraria Lello to Ribeira District and The Douro River, you've got a jam-packed schedule ahead.
If you're interested in discovering another well-known destination in Portugal, consider Amadora, about 8 kilometers north-west of Lisbon. Jardim Porta do Viveiro Alfragide, Jardim Caracol do Victor Alfragide and Jardim e estatua Eduardo Jorge are among the biggest draws.