Discover deals from 900+ travel sites with momondo.
Fly to
Route
Depart
Return
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Mon 9/29
8:19 am-12:00 pm
Nonstop2h 41m
ChicagoAtlanta
MDW - ATL
MDWATL
Chicago Midway
Thu 9/18
6:20 am-9:27 am
Nonstop2h 07m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Thu 11/13
10:12 am-1:50 pm
Nonstop2h 38m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Mon 10/6
2:26 pm-6:11 pm
1 stop26h 45m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 11/4
9:00 am-1:05 pm
Nonstop3h 05m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Tue 10/21
8:50 pm-11:25 pm
Nonstop2h 35m
ChicagoDallas
MDW - DFW
MDWDFW
Chicago Midway
Thu 10/2
4:56 pm-7:26 am
1 stop14h 30m
ChicagoDallas
MDW - DFW
MDWDFW
Chicago Midway
Sat 10/11
11:10 am-5:46 pm
1 stop6h 36m
ChicagoAtlanta
MDW - ATL
MDWATL
Chicago Midway
Sat 10/11
10:35 am-1:29 pm
Nonstop1h 54m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Fri 11/21
2:11 pm-7:42 pm
1 stop5h 31m
Our data suggests that currently, the cheapest flights from Chicago Midway Airport are being offered by Delta, Frontier, and Allegiant Air. For example, Delta flights from Chicago Midway Airport to Fort Lauderdale, start at $39, Frontier flights from Chicago Midway Airport to Washington, D.C. cost around $54, and Allegiant Air flights from Chicago Midway Airport to Punta Gorda are around $75.
Currently, the cheapest flight from Chicago Midway Airport found by our users is for $33 to Pittsburgh. Prices will vary according to several factors such as the departure date and time, but on average you can expect to pay around $150 to travel from Chicago Midway Airport to Pittsburgh.
Atlanta, Detroit Metropolitan Wayne County Airport and Detroit are currently the destinations served most frequently from Chicago Midway Airport, with 18, 17 and 17 flights per day on average, respectively.
Airlines including Delta, Southwest and Frontier frequently fly from Chicago Midway Airport. You can view other airlines by performing a quick search in the form above.
Prices for flights from Chicago Midway Airport refresh daily.
The number of operators available for flights from Chicago Midway Airport is 12 as of September 2025.
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport.
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.