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Cheap flights from Chicago Midway Airport from $80

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Fly to

Route

Depart

Return

Price

Cheapest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Sun 9/6

11:50 am-2:51 pm

Nonstop2h 01m

$80

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Sat 9/5

11:45 am-2:46 pm

Nonstop2h 01m

$80
Quickest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Wed 9/9

6:25 am-9:25 am

Nonstop2h 00m

$81

ChicagoMiami

MDW Chicago Midway - MIA Miami

MDWMIA

Chicago Midway

Tue 9/15

6:30 am-1:35 pm

1 stop6h 05m

$96

ChicagoMiami

MDW Chicago Midway - MIA Miami

MDWMIA

Chicago Midway

Tue 9/15

2:40 pm-8:15 pm

1 stop4h 35m

$96

ChicagoMiami

MDW Chicago Midway - MIA Miami

MDWMIA

Chicago Midway

Tue 9/15

6:30 am-1:35 pm

1 stop6h 05m

$96

ChicagoLos Angeles

MDW Chicago Midway - LAX Los Angeles

MDWLAX

Chicago Midway

Wed 11/18

6:00 am-12:41 pm

1 stop8h 41m

$109

ChicagoLos Angeles

MDW Chicago Midway - LAX Los Angeles

MDWLAX

Chicago Midway

Mon 11/16

10:22 am-4:49 pm

1 stop8h 27m

$109

ChicagoLas Vegas

MDW Chicago Midway - LAS Las Vegas Harry Reid Intl

MDWLAS

Chicago Midway

Mon 10/19

1:26 pm-11:17 pm

1 stop11h 51m

$144

ChicagoNewark

MDW Chicago Midway - EWR Newark

MDWEWR

Chicago Midway

Fri 10/2

9:24 pm-11:05 am

1 stop12h 41m

$144

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Where can I directly fly to from Chicago Midway Airport?

Currently, 70 destinations can be reached directly via flights from Chicago Midway Airport.

Flights from Chicago Midway Airport to

Aguascalientes

from$178

Flights from Chicago Midway Airport to

Albany, New York

from$139

Flights from Chicago Midway Airport to

Albuquerque

from$158

Flights from Chicago Midway Airport to

Asheville

from$71

Flights from Chicago Midway Airport to

Austin

from$130

Flights from Chicago Midway Airport to

Baltimore

from$88

Flights from Chicago Midway Airport to

Birmingham, Alabama

from$122

Flights from Chicago Midway Airport to

Boise

from$258

Flights from Chicago Midway Airport to

Boston

from$113

Flights from Chicago Midway Airport to

Buffalo

from$139

Flights from Chicago Midway Airport to

Burbank

from$230

Flights from Chicago Midway Airport to

Cancún

from$281

Flights from Chicago Midway Airport to

Charleston

from$118

Flights from Chicago Midway Airport to

Charlotte

from$89

Flights from Chicago Midway Airport to

Cleveland

from$97

Flights from Chicago Midway Airport to

Denver

from$106

Flights from Chicago Midway Airport to

Des Moines

from$118

Flights from Chicago Midway Airport to

Durango

from$187

Find the cheapest flights from Chicago Midway Airport

Cheap one-way flights from Chicago Midway Airport

Enter your travel dates to find the best prices.
Frontier Logo
11:50 am - 2:51 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 01mnonstop
$80Frontier
Sun, Sep 6
Frontier Logo
11:45 am - 2:46 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 01mnonstop
$80Frontier
Sat, Sep 5
Frontier Logo
6:25 am - 9:25 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 00mnonstop
$81Frontier
Wed, Sep 9
Southwest Logo
6:30 am - 1:35 pmMDW  Chicago Midway-MIA Miami
6h 05m1 stop Baltimore/Washington
$96Southwest
Tue, Sep 15
Southwest Logo
2:40 pm - 8:15 pmMDW  Chicago Midway-MIA Miami
4h 35m1 stop Nashville Intl
$96Southwest
Tue, Sep 15
Southwest Logo
6:30 am - 1:35 pmMDW  Chicago Midway-MIA Miami
6h 05m1 stop Baltimore/Washington
$96Southwest
Tue, Sep 15
Delta Logo
6:00 am - 12:41 pmMDW  Chicago Midway-LAX Los Angeles
8h 41m1 stop Atlanta Hartsfield-Jackson
$109Delta
Wed, Nov 18
Delta Logo
10:22 am - 4:49 pmMDW  Chicago Midway-LAX Los Angeles
8h 27m1 stop Minneapolis St Paul
$109Delta
Mon, Nov 16
Allegiant Air Logo
1:26 pm - 11:17 pmMDW  Chicago Midway-LAS Las Vegas Harry Reid Intl
11h 51m1 stop Knoxville McGhee Tyson
$144Allegiant Air
Mon, Oct 19
Allegiant Air Logo
9:24 pm - 11:05 amMDW  Chicago Midway-EWR Newark
12h 41m1 stop Valparaiso Destin-Ft Walton Beach
$144Allegiant Air
Fri, Oct 2

Flights from Chicago Midway Airport - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago Midway Airport to help you craft the best travel plan.

What are the most popular domestic flights out of Chicago Midway?

According to searches, the most popular destinations for domestic flights from Chicago Midway among momondo users are Charleston, Charlotte, Jacksonville, St. Louis and Los Angeles.

Which international cities can I fly to direct from Chicago Midway?

There are many cities you can fly direct to from Chicago Midway. According to searches, the most popular international destinations for direct flights among momondo users are Toronto, San Luis Potosí, Guadalajara, León, Guanajuato and Cancún.

What are the cheapest cities to fly to from Chicago Midway Airport?

The cheapest city to fly to from Chicago currently is St. Louis at $48. The next cheapest destinations are Minneapolis, Houston, Pittsburgh, Asheville and Dallas.

Frequently asked questions regarding flights from Chicago Midway Airport

Which airlines are currently offering the cheapest flights from Chicago Midway Airport?

Our data suggests that currently, the cheapest flights from Chicago Midway Airport are being offered by Delta, American Airlines, and Frontier. For example, Delta flights from Chicago Midway Airport to Newark Airport, start at $56, American Airlines flights from Chicago Midway Airport to Miami cost around $59, and Frontier flights from Chicago Midway Airport to New York are around $61.

What is the cheapest flight available from Chicago Midway Airport?

Currently, the cheapest flight from Chicago Midway Airport found by our users is for $48 to St. Louis. Prices will vary according to several factors such as the departure date and time, but on average you can expect to pay around $324 to travel from Chicago Midway Airport to St. Louis.

Which destinations have the most frequent flights from Chicago Midway Airport?

Atlanta, Minneapolis and Detroit Metropolitan Wayne County Airport are currently the destinations served most frequently from Chicago Midway Airport, with 25, 17 and 16 flights per day on average, respectively.

Which airlines can you fly with from Chicago Midway Airport?

Airlines including Southwest, Delta and Frontier frequently fly from Chicago Midway Airport. You can view other airlines by performing a quick search in the form above.

When did momondo last update prices for flights from Chicago Midway Airport?

Prices for flights from Chicago Midway Airport refresh daily.

How many operators does momondo search for flights from Chicago Midway Airport?

The number of operators available for flights from Chicago Midway Airport is 10 as of August 2026.

How old do you have to be to fly from Chicago Midway Airport?

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.

What documentation or ID do you need to fly to 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.

Alternate flight departure points

Chicago
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport

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