Flights to Chicago (MDW)

Last updated: Oct 3, 2026

Chicago Midway International Airport is an airport serving Chicago, United States.

Right now there are 106 airports in 6 countries connected to Chicago, 92 of them domestic, with 15 airlines flying scheduled passenger traffic.

Chicago's longest nonstop connection is San Juan (SJU), 2,059 miles, offered by Southwest Airlines.

Airlines serving Chicago

Southwest Airlines95 destinations
Frontier Airlines9 destinations
Volaris9 destinations
Air France3 destinations
Allegiant Air3 destinations
Delta Air Lines3 destinations
KLM3 destinations
Korean Air3 destinations
Virgin Atlantic3 destinations
WestJet3 destinations

AeroMexico1 destination
Air Transat1 destination
LATAM Chile1 destination
Porter Airlines1 destination
Sun Country1 destination

Show all 15 airlines

Popular routes to Chicago

The places connected to Chicago on the most scheduled services, busiest first.

Show top 20 destinations

Popular routes with a stopover

Aside from the non-stop routes above, reaching Chicago from these popular places requires a connection:

Boise (BOI)United States
Reno (RNO)United States
Santa Ana (SNA)United States
Harlingen (HRL)United States
Spokane (GEG)United States
Greenville (GSP)United States
Midland (MAF)United States
Corpus Christi (CRP)United States
West Palm Beach (DJT)United States
Islip (ISP)United States

Lubbock (LBB)United States
Santa Barbara (SBA)United States
Eugene (EUG)United States
Fresno (FAT)United States
Santa Rosa (STS)United States

Show all 15 destinations

Information on Points & Miles

Distance matters when booking with points and miles: several loyalty programs price award flights in distance bands. Each list below adds the non-stop routes to Chicago not already shown in a shorter great-circle distance band.

Which places within 500 miles can reach Chicago non-stop?

Show all 19 destinations

Which places within 1,000 miles can reach Chicago non-stop?

Show top 20 destinations

Which places within 2,000 miles can reach Chicago non-stop?

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Which places within 3,000 miles can reach Chicago non-stop?

San Juan (SJU)2,059 mi

Flights to Chicago (MDW) by country

Chicago has nonstop connections with 9 airports in Mexico: Cancun (CUN), San Luis Potosi (SLP), Morelia (MLM), Guadalajara (GDL), Durango (DGO), Aguascalientes (AGU), Silao (BJX), Zacatecas (ZCL), and San Jose del Cabo (SJD). These routes are served by Frontier Airlines, Southwest Airlines, and Volaris.
Mexico9 destinations
Chicago has a nonstop connection with Toronto (YTZ) in Canada, served by Air Transat and Porter Airlines.
Canada1 destination
Chicago has a nonstop connection with Punta Cana (PUJ) in Dominican Republic, served by Southwest Airlines.
Dominican Republic1 destination
Chicago has a nonstop connection with Montego Bay (MBJ) in Jamaica, served by Southwest Airlines.
Jamaica1 destination
Chicago has a nonstop connection with San Juan (SJU) in Puerto Rico, served by Southwest Airlines.
Puerto Rico1 destination

Seasonal and upcoming routes to Chicago

Not flying yet

Knoxville (TYS)Oct 5, 2026 – Nov 29, 2026
Valparaiso (VPS)Starts Oct 5, 2026
San Juan (SJU)Starts Nov 7, 2026
Montego Bay (MBJ)Starts Nov 21, 2026
Pensacola (PNS)Starts Nov 21, 2026
Punta Cana (PUJ)Starts Nov 21, 2026
Palm Springs (PSP)Feb 13, 2027 – Apr 3, 2027
Panama City Beach (ECP)Starts Mar 11, 2027

San Jose del Cabo (SJD)Mar 11, 2027 – Apr 5, 2027

Show all 9 routes

Ending before the rest

Colorado Springs (COS)Through Jan 3, 2027
Dallas-Fort Worth (DFW)Through Apr 5, 2027

The other 79 routes are scheduled across the whole window the feed publishes.

Airline alliances to Chicago

SkyTeam3 destinations

Award programs that reach Chicago

How many of these places each program's airlines fly to Chicago from. Reach, not award availability — that is a live fare question this schedule feed cannot answer.

Frontier Miles9 destinations
Club Premier3 destinations
Delta SkyMiles3 destinations
Flying Blue3 destinations
SAS EuroBonus3 destinations
Virgin Atlantic3 destinations

Domestic flights to Chicago

Show top 20 destinations

Alternative airports near Chicago

Chicago (ORD)15 mi / 24 km
Chicago/West Chicago (DPA)27 mi / 43 km
Chicago/Aurora (AUZ)37 mi / 60 km
Benton Harbor (BEH)72 mi / 116 km
South Bend (SBN)74 mi / 119 km

Frequently asked questions

What is the official name of airport MDW?

The airport's official name is Chicago Midway International Airport. On Roame and most flight schedules, you will find it under the code MDW.

What is the airport code for Chicago Midway International Airport?

The IATA airport code for Chicago Midway International Airport is MDW. Enter MDW in Flightmap whenever you want to use this exact airport.

Where is Chicago Midway International Airport (MDW)?

Chicago Midway International Airport serves Chicago, United States. Flightmap uses the airport's exact coordinates, so nearby airports and route distances stay tied to MDW, not just the broader city.

How can I explore flights to Chicago (MDW)?

Open the map with Anywhere as your starting point and MDW as the destination. Each result keeps the route pointed toward Chicago, and you can narrow it by airline, alliance, aircraft, mileage program, and nonstop service.

Does Flightmap show direct and connecting flights to Chicago?

Yes. Flightmap separates nonstop routes from destinations that need a connection, and the Nonstop only control lets you focus on direct service to MDW.

Can I look for award flights to Chicago (MDW)?

Yes. When Roame has observed award availability for a route to MDW, signed-in members can see the lowest points price by cabin and the related carrier fees, then continue to the full award search.