Non-stop flights from Chicago (MDW)
Chicago Airport (IATA: MDW, ICAO: KMDW), also known as Midway International Airport, is a large airport in United States.It is an international airport and serves the area of Midwest", "Chicago Metropolitan Area, United States.Chicago Airport has non-stop passenger flights scheduled to 99 destinations in 5 countries.
At present, there are 86 domestic flights from Chicago.
The longest flight from Chicago MDW is a 2,057 mile (3,310 km) non-stop route to San Juan SJU. This direct flight takes around 4 hours and 35 minutes and is operated by Southwest Airlines.
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Airlines flying from Chicago Popular destinations from Chicago Popular destinations with a stopover Points & Miles information Destinations by flight duration Best time to travel from Chicago Business Class flights International flights Domestic flights Alternative airports FAQAirlines flying from Chicago
In total there are 6 airlines flying from and to Chicago. These carriers are:
Popular destinations from Chicago
Below you can find a list of the most popular destinations from Chicago, based on the number of scheduled flights for this month.
Popular destinations with a stopover
Aside from all non-stop destinations listed above, these are popular destinations from Chicago that require a stopover:
Information on Points & Miles
This section lists destinations within specific distances from Chicago. It's helpful if you're seeking destinations covering certain mileage, which can be useful when planning an award flight or booking with points and miles.
For more flexibility in choosing distances, consider upgrading to FlightConnections Premium. You'll gain access to the distance filter and many other useful features to refine your search!
From Chicago, which places within 500 miles can I reach?
Which destinations lie within 1,000 miles of Chicago?
What places can I reach within 2,000 miles?
Where can I fly to within 3,000 miles?
Destinations from Chicago by flight duration
Discover a variety of destinations from Chicago below, organized by flight duration. This layout allows you to easily identify destinations based on the maximum flight duration you prefer. Additionally, you can utilize the duration filter on the map, which is even more convenient!
From Chicago, where can I fly in 1 hour?
Where can I fly from Chicago within 2 hours?
Which destinations are reachable within 3 hours?
Where can you fly to within 4 hours?
Where can you fly to within 5 hours?
Best time to travel from Chicago
When planning a trip from Chicago, the ideal time to travel depends on the climate and location of your destination. To assist you, we've organized all destinations by their climate types.
🌺 💦 Humid Subtropical destinations
Departing from Chicago, you have the option to take a direct flight to 46 Humid Subtropical/Warm Temperate destinations. Known for their hot, humid summers, with temperatures around 30°C (86°F), and mild winters, these destinations feature lush greenery and year-round rainfall. You'll discover a blend of beautiful beaches, dense forests, and lively cities, offering abundant outdoor adventures, cultural sights, and city attractions to explore.
🌐 In the Northern Hemisphere:
These destinations can be enjoyed year-round, but the best times to visit are from April to June or from August to October
☀️ Hot Mediterranean destinations
Chicago currently offers non-stop flights to 13 Hot Mediterranean destinations. Known for their beautiful coastlines and rich cultural heritage — although depending on your the exact destination of your choice — as well as outdoor lifestyle offering a balance of relaxation, nature, and culture.
🌐 In the Northern Hemisphere:
Although Mediterranean destinations in the Northern Hemisphere are nice to visit throughout the year, the best times to explore them are in spring (March-May) and fall (September-November). The temperatures during these seasons are pleasantly warm, which is a nice contrast to the summer heat that often prevails there with temperatures rising above 30°C (86°F).
🌳 🍂 Warm Continental destinations
Check out the 11 Warm Continental destinations below that are accessible via direct flights from Chicago. Regions in the warm continental climate are famous for their geographical diversity, including wide-open plains, mountains, and forests, making them perfect for outdoor activities like hiking and skiing.
🌐 In the Northern Hemisphere:
For the best experience, plan your visit between late spring and the end of summer, as the weather is lovely from May to August, with temperatures between 20°C and 28°C (68°F and 82°F). Keep in mind that winters can be quite cold, with frost present in almost every month from November to March, so if you enjoy winter sports, the snowy conditions in that period are perfect.
🌿 🍇 Warm Mediterranean destinations
There are currently 9 beautiful Warm Mediterranean destinations accessible by direct flight. Known for their beautiful coastlines and historic sites, these areas are perfect for a visit on one of the many sunny days.
🌐 In the Northern Hemisphere:
In the Northern Hemisphere, you can expect lovely and warm temperatures in late spring and summer up to 30°C (86°F), from April to September. Most of the rain falls between October and February.
🥵 Hot Continental destinations
At the moment, 8 Hot Continental destinations are accessible with a direct flight from Chicago. Hot Continental destinations are known known for their hot, humid summers, where temperatures frequently rise above 30°C (86°F), and celebrated for their diverse landscapes, featuring both forests and mountains. Additionally, exploring the urban city areas can be highly enjoyable as well!
🌐 In the Northern Hemisphere:
The spring, summer, and fall months, from March to November, are typically the best times to visit these continental destinations located in the Northern Hemisphere. Summers can be very warm though, and there's a bit more precipitation compared to spring and autumn.
🌴 Tropical destinations
As of March, you can fly non-stop to 6 tropical locations. These areas are renowned for their rainforests, beaches, and adventurous activities like hiking, diving, and wildlife exploration.
🌐 In the Northern Hemisphere:
In the Northern Hemisphere, the dry season for these destinations lasts from November to April, which is the best time to explore them! You can enjoy predominantly dry conditions with tempratures ranging from 25°C to 30°C (77°F to 86°F) during this period, while the wet season might lead to longer rain spells.
🏜️ Desert destinations
If you're interested in exploring a desert destination accessible via direct flight from Chicago, consider these 4 destinations. Desert locations are renowned for their striking landscapes, adventure activities such as sandboarding and camel riding, and tranquil, starry nights.
🌐 In the Northern Hemisphere:
The destinations located in the Northern Hemisphere can be visited year-round, but for a more enjoyable visit, it's best to avoid them during the hot summer months, where temperatures often exceed 40°C (104°F). Consider scheduling your trip between September and May for a more pleasant experience.
🌺 Subtropical destinations
At the moment, only 1 subtropical destination is accessible by a direct flight from Chicago. Subtropical locations are known for their warmth, breathtaking vegetation and diverse wildlife, offering a mix of outdoor adventures and cultural experiences.
🌐 In the Northern Hemisphere:
You can enjoy those destinations north of the equator at any time — with temperatures that often exceed 30°C (86°F). But they are most enjoyable during the dry season, which lasts from late September to November. During this period, the weather is warm and pleasant, with little rainfall since the wet season has ended.
🌊 🌧️ Oceanic / Maritime destinations
There’s just one direct flight route to an oceanic / maritime destination from Chicago. Enjoy the mild weather, green scenery, and a peaceful blend of nature and cultural exploration.
🌐 In the Northern Hemisphere:
The oceanic locations in the Northern Hemisphere are ideal for a summer getaway, specifically from May to August, with temperatures from 15°C to 25°C (59°F to 77°F). You'll enjoy pleasantly warm weather, whereas the months from September to February are more prone to rain.
Business class flights from Chicago
There are 3 airports that have flights from Chicago in Business Class. All airports that offer business class flights from MDW are listed below:
International flights from Chicago
Flights from Chicago to Canada
Toronto is the only destination in Canada with direct flights from Chicago. Direct flights to Toronto are offered by Porter. This is a seasonal route that starts in March and ends in August.
All flights to Canada
Flights from Chicago to Dominican Republic
In Dominican Republic, the only destination that has a direct flight from Chicago is Punta Cana. Direct flights to Punta Cana are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in August.
All flights to Dominican Republic
Flights from Chicago to Jamaica
There is 1 destination in Jamaica that has a direct connection from Chicago, which is Montego Bay. Direct flights to Montego Bay are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in August.
All flights to Jamaica
Flights from Chicago to Mexico
In Mexico there are several destinations from Chicago (9 in total).
Direct flights to Aguascalientes are offered by Volaris.
You can fly non-stop to Cancún with Frontier Airlines or Southwest Airlines. This is a seasonal route that starts in March and ends in October.
All direct flights from Chicago to Durango, Guadalajara, León and Morelia are operated by Volaris.
Direct flights to San José del Cabo are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in April.
To San Luis Potosí and Zacatecas, you can fly with Volaris.
All flights to Mexico
Flights from Chicago to Puerto Rico
In Puerto Rico, the only destination that has a direct flight from Chicago is San Juan. Direct flights to San Juan are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in August.
All flights to Puerto Rico
Domestic flights from Chicago
Flights from Chicago to United States
There are lots of domestic flights from Chicago (MDW). 86 airports in United States have direct flights from the airport.
To Albany and Albuquerque, you can fly with Southwest Airlines.
You can fly non-stop from Chicago to Asheville with Allegiant. This is a seasonal route that starts in May and ends in August.
Non-stop flights to Atlanta are offered by Delta (SkyTeam), Frontier Airlines and Southwest Airlines.
All direct flights from Chicago to Austin, Baltimore-Washington, Birmingham, Boise, Boston, Bozeman, Buffalo, Burbank, Charleston, Charlotte, Cincinnati, Cleveland, Colorado Springs, Columbus and Dallas are operated by Southwest Airlines.
The only airline with direct flights to Dallas-Fort Worth is Frontier Airlines. This is a seasonal route that starts in March and ends in September.
To Denver and Des Moines, you can fly with Southwest Airlines.
Direct flights to Destin / Fort Walton Beach are offered by Allegiant.
You can fly non-stop to Detroit with Delta (SkyTeam) or Southwest Airlines.
All direct flights from Chicago to El Paso, Fort Lauderdale, Fort Myers, Grand Rapids and Hartford are operated by Southwest Airlines.
You can fly non-stop from Chicago to Houston with Frontier Airlines. This is a seasonal route that starts in March and ends in April.
All direct flights from Chicago to Houston, Indianapolis, Jacksonville and Kansas City are operated by Southwest Airlines.
Direct flights to Knoxville are offered by Allegiant. This is a seasonal route that starts in May and ends in August.
All direct flights from Chicago to Las Vegas, Long Beach, Los Angeles, Louisville, Manchester and Memphis are operated by Southwest Airlines.
You can fly non-stop to Miami with Frontier Airlines or Southwest Airlines. This is a seasonal route that starts in March and ends in October.
Direct flights to Milwaukee are offered by Southwest Airlines. This is a seasonal route that starts in March and ends in October.
You can fly non-stop to Minneapolis with Delta (SkyTeam) or Southwest Airlines.
All direct flights from Chicago to Myrtle Beach, Nashville, New Orleans and New York City are operated by Southwest Airlines.
Direct flights to Newark are offered by Frontier Airlines. This is a seasonal route that starts in March and ends in May.
All direct flights from Chicago to Norfolk, Oakland, East Bay, Oklahoma City, Omaha and Ontario are operated by Southwest Airlines.
You can fly non-stop to Orlando with Frontier Airlines or Southwest Airlines. This is a seasonal route that starts in March and ends in October.
All direct flights from Chicago to Palm Springs, Panama City, Pensacola and Philadelphia are operated by Southwest Airlines.
You can fly non-stop to Phoenix with Frontier Airlines or Southwest Airlines. This is a seasonal route that starts in March and ends in October.
All direct flights from Chicago to Pittsburgh, Portland, Portland and Providence are operated by Southwest Airlines.
To Provo and Punta Gorda, you can fly with Allegiant.
All direct flights from Chicago to 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 are operated by Southwest Airlines.
All flights to United States
Alternative airports near Chicago
Below you can find a list of alternative airports to Chicago (MDW). The nearest airports to Chicago (MDW) 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 from Chicago?
You have multiple options when flying from Chicago. Although Chicago (MDW) might be a convenient airport to depart from, the biggest airport near Chicago is Chicago (ORD), O'Hare International Airport, which offers additional flight options.
How many airlines fly from Chicago?
There are 6 airlines flying from Chicago to 99 airports around the world, as of March 2026.
Which airlines fly from Chicago?
Southwest Airlines, Frontier Airlines and Volaris operate most flights from Chicago. To get a full overview of all operating airlines, please use the airline filter.
Which alliances are flying from Chicago?
SkyTeam is currently the only alliance flying from Chicago.
How many nonstop flights are there from Chicago?
There are roughly 3,899 flights departing from Chicago every month (or 910 flights each week), to 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 from Chicago?
Orlando, Phoenix and Atlanta are the 3 most popular routes from Chicago. For a complete overview of all flight routes from Chicago, please use our flight map.
How long is the flight from Chicago?
| Chicago to Orlando | 2h 45m |
| Chicago to Phoenix | 4h 8m |
| Chicago to Atlanta | 1h 57m |
| Chicago to Minneapolis | 1h 37m |
| Chicago to Las Vegas | 4h 10m |
