Non-stop flights to Chicago (MDW)
Midway International Airport is a large airport in United States. It is an international airport. In total there are 99 airports around the world that have direct flights to Chicago, spread around 96 cities in 5 countries. Currently, there are 86 domestic flights to Chicago.
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All direct flights to Chicago Top 200 flights with a stopover Airlines flying to Chicago Best time to visit Chicago Business Class flights International flights Domestic flights Alternative airports FAQThis month, there are 3,899 flights arriving at Chicago Airport, which are 130 flights per day or 5 flights per hour. On an average day, there is at least 1 flight arriving every 12 minutes.
The most frequently departed flights to Chicago are routes from Orlando (MCO) in United States and Phoenix (PHX), also in United States. These two routes together are operated 324 times this month, and make up for 8% of all monthly arrivals at Midway International Airport.
The longest flight to Chicago MDW is departing from San Juan (SJU). This non-stop flight takes around 4 hours and 35 minutes and covers a distance of 2,057 miles (3,310 km).
List of all direct flights to Chicago
Below you can find a list of all cities and countries that have direct flights to Chicago, ordered by popularity.
Top 200 flights with a stopover
This list contains the 200 most popular airports from which flights depart that require just one stopover to get to Chicago.
Airlines flying to Chicago
Currently, there are 6 airlines that fly to Chicago. Most flights to Chicago are operated by Southwest Airlines, as they connect 83 airports to MDW. That’s around 10 times as much as Frontier Airlines, the second biggest airline in terms of operated flight routes to Chicago. Below you can find the list of airlines that operate all MDW flights:
What is the best time to visit Chicago?
🥵 Hot Continental
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.

Business class flights to Chicago
There are 3 airports that have flights to Chicago in Business Class. All airports that offer business class flights to MDW are listed below:
International flights to Chicago
Flights from Canada to Chicago
Toronto is the only city in Canada with direct flights to Chicago. From Toronto, direct flights are offered by Porter. This is a seasonal route that starts in March and ends in August.
All flights from Canada
Flights from Dominican Republic to Chicago
In Dominican Republic, the only airport that has a direct connection to Chicago is Punta Cana. From Punta Cana, direct flights are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in August.
All flights from Dominican Republic
Flights from Jamaica to Chicago
There is 1 airport in Jamaica that has a direct connection to Chicago, which is Montego Bay. From Montego Bay, direct flights are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in August.
All flights from Jamaica
Flights from Mexico to Chicago
In Mexico there are several airports with flights to Chicago (9 in total).
From Aguascalientes, direct flights are offered by Volaris.
From Cancún, you can fly non-stop with Frontier Airlines or Southwest Airlines. This is a seasonal route that starts in March and ends in October.
From Durango, Guadalajara, León and Morelia, all direct flights to Chicago are operated by Volaris.
From San José del Cabo, direct flights are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in April.
From San Luis Potosí and Zacatecas, you can fly with Volaris.
All flights from Mexico
Flights from Puerto Rico to Chicago
In Puerto Rico, the only airport that has a direct connection to Chicago is San Juan. From San Juan, direct flights are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in August.
All flights from Puerto Rico
Domestic flights to Chicago
Flights from United States to Chicago
There are lots of domestic flights to Chicago (MDW). 86 airports in United States have direct flights to the airport.
From Albany and Albuquerque, you can fly with Southwest Airlines.
From Asheville, you can fly non-stop to Chicago with Allegiant. This is a seasonal route that starts in May and ends in August.
From Atlanta, direct flights are offered by Delta (SkyTeam), Frontier Airlines and Southwest Airlines.
From Austin, Baltimore-Washington, Birmingham, Boise, Boston, Bozeman, Buffalo, Burbank, Charleston, Charlotte, Cincinnati, Cleveland, Colorado Springs, Columbus and Dallas, all direct flights to Chicago are operated by Southwest Airlines.
From Dallas-Fort Worth, the only airline with direct flights is Frontier Airlines. This is a seasonal route that starts in March and ends in September.
From Denver and Des Moines, you can fly with Southwest Airlines.
From Destin / Fort Walton Beach, direct flights are offered by Allegiant.
From Detroit, you can fly non-stop with Delta (SkyTeam) or Southwest Airlines.
From El Paso, Fort Lauderdale, Fort Myers, Grand Rapids and Hartford, all direct flights to Chicago are operated by Southwest Airlines.
From Houston, you can fly non-stop to Chicago with Frontier Airlines. This is a seasonal route that starts in March and ends in April.
From Houston, Indianapolis, Jacksonville and Kansas City, all direct flights to Chicago are operated by Southwest Airlines.
From Knoxville, direct flights are offered by Allegiant. This is a seasonal route that starts in May and ends in August.
From Las Vegas, Long Beach, Los Angeles, Louisville, Manchester and Memphis, all direct flights to Chicago are operated by Southwest Airlines.
From Miami, you can fly non-stop with Frontier Airlines or Southwest Airlines. This is a seasonal route that starts in March and ends in October.
From Milwaukee, direct flights are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in October.
From Minneapolis, you can fly non-stop with Delta (SkyTeam) or Southwest Airlines.
From Myrtle Beach, Nashville, New Orleans and New York City, all direct flights to Chicago are operated by Southwest Airlines.
From Newark, direct flights are offered by Frontier Airlines. This is a seasonal route that starts in March and ends in May.
From Norfolk, Oakland, East Bay, Oklahoma City, Omaha and Ontario, all direct flights to Chicago are operated by Southwest Airlines.
From Orlando, you can fly non-stop with Frontier Airlines or Southwest Airlines. This is a seasonal route that starts in March and ends in October.
From Palm Springs, Panama City, Pensacola and Philadelphia, all direct flights to Chicago are operated by Southwest Airlines.
From Phoenix, you can fly non-stop with Frontier Airlines or Southwest Airlines. This is a seasonal route that starts in March and ends in October.
From Pittsburgh, Portland, Portland and Providence, all direct flights to Chicago are operated by Southwest Airlines.
From Provo and Punta Gorda, you can fly with Allegiant.
From Raleigh / Durham, Reno, Richmond, Rochester, Sacramento, Salt Lake City, San Antonio, San Diego, San Francisco, San Jose, Sarasota / Bradenton, Savannah, Seattle / Tacoma, Spokane, St. Louis, Tampa, Tucson, Tulsa, Washington and Wichita, all direct flights to Chicago are operated by Southwest Airlines.
All flights from United States
Alternative airports near Chicago
Flying to an alternative airport near Chicago could give you other options to reach your destination. For example, the possibility to fly with a different airline or alliance, or finding a cheaper airfare. For this reason, alternative airports near to Chicago (MDW) are listed below. The closest alternative airports are Chicago (ORD) and South Bend (SBN).
Frequently asked questions - FAQ
How many airports are there in Chicago?
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
What is the best airport to fly into Chicago?
You have multiple options when flying into Chicago. Although Chicago (MDW) is a convenient airport to reach the city, the biggest airport near to Chicago is Chicago (ORD), O'Hare International Airport, which offers you additional options.
How many airlines fly to Chicago?
There are 6 airlines flying to Chicago from 99 airports around the world, as of March 2026.
Which airlines fly to Chicago?
Southwest Airlines, Frontier Airlines and Volaris operate most flights to Chicago. To get a full overview of all operating airlines, please use the airline filter.
Which alliances are flying to Chicago?
SkyTeam is currently the only alliance flying to Chicago.
How many nonstop flights are there to Chicago?
There are roughly 3,899 flights arriving at Chicago every month (or 910 flights each week), from a total of 99 airports worldwide.
What is the official name of Chicago Airport?
The official name of Chicago Airport is Midway International Airport.
What is the airport code of Chicago Airport?
The airport code of Chicago Airport is MDW.
What are the most popular flights to Chicago?
Orlando, Phoenix and Atlanta are the 3 most popular routes to Chicago. For a complete overview of all flight routes to Chicago, please use our flight map.
How long is the flight to Chicago?
| Orlando to Chicago | 2h 45m |
| Phoenix to Chicago | 4h 8m |
| Atlanta to Chicago | 1h 57m |
| Minneapolis to Chicago | 1h 37m |
| Las Vegas to Chicago | 4h 10m |