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Cheap flights from Chicago Midway Airport from $75

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Fly to

Route

Depart

Return

Price

Cheapest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Wed 12/16

12:28 pm-3:35 pm

Nonstop2h 07m

$75

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Sat 11/21

8:07 am-11:18 am

Nonstop2h 11m

$78

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Thu 10/8

6:21 am-9:35 am

Nonstop2h 14m

$78

ChicagoMiami

MDW Chicago Midway - MIA Miami

MDWMIA

Chicago Midway

Wed 10/28

10:00 am-4:55 pm

1 stop5h 55m

$87

ChicagoMiami

MDW Chicago Midway - MIA Miami

MDWMIA

Chicago Midway

Tue 12/15

3:00 pm-10:10 pm

1 stop6h 10m

$87

ChicagoMiami

MDW Chicago Midway - MIA Miami

MDWMIA

Chicago Midway

Tue 10/6

4:40 pm-10:15 pm

1 stop4h 35m

$87
Quickest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Tue 2/9

6:00 am-9:00 am

Nonstop2h 00m

$99

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Sat 2/13

6:00 am-9:00 am

Nonstop2h 00m

$99

ChicagoLas Vegas

MDW Chicago Midway - LAS Las Vegas Harry Reid Intl

MDWLAS

Chicago Midway

Mon 11/16

4:31 pm-11:27 pm

1 stop8h 56m

$124

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$136

Flights from Chicago Midway Airport to

Albany, New York

from$139

Flights from Chicago Midway Airport to

Albuquerque

from$168

Flights from Chicago Midway Airport to

Baltimore

from$88

Flights from Chicago Midway Airport to

Birmingham, Alabama

from$179

Flights from Chicago Midway Airport to

Boise

from$258

Flights from Chicago Midway Airport to

Boston

from$108

Flights from Chicago Midway Airport to

Bozeman

from$207

Flights from Chicago Midway Airport to

Buffalo

from$139

Flights from Chicago Midway Airport to

Burbank

from$256

Flights from Chicago Midway Airport to

Cancún

from$219

Flights from Chicago Midway Airport to

Charleston

from$139

Flights from Chicago Midway Airport to

Charlotte

from$277

Flights from Chicago Midway Airport to

Cincinnati

from$136

Flights from Chicago Midway Airport to

Cleveland

from$58

Flights from Chicago Midway Airport to

Colorado Springs

from$261

Flights from Chicago Midway Airport to

Denver

from$139

Flights from Chicago Midway Airport to

Des Moines

from$107

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
12:28 pm - 3:35 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 07mnonstop
$75Frontier
Wed, Dec 16
Frontier Logo
8:07 am - 11:18 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 11mnonstop
$78Frontier
Sat, Nov 21
Frontier Logo
6:21 am - 9:35 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 14mnonstop
$78Frontier
Thu, Oct 8
Southwest Logo
10:00 am - 4:55 pmMDW  Chicago Midway-MIA Miami
5h 55m1 stop Austin Bergstrom
$87Southwest
Wed, Oct 28
Southwest Logo
3:00 pm - 10:10 pmMDW  Chicago Midway-MIA Miami
6h 10m1 stop Orlando
$87Southwest
Tue, Dec 15
Southwest Logo
4:40 pm - 10:15 pmMDW  Chicago Midway-MIA Miami
4h 35m1 stop Orlando
$87Southwest
Tue, Oct 6
Delta Logo
6:00 am - 9:00 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 00mnonstop
$99Delta
Tue, Feb 9
Delta Logo
6:00 am - 9:00 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 00mnonstop
$99Delta
Sat, Feb 13
Allegiant Air Logo
4:31 pm - 11:27 pmMDW  Chicago Midway-LAS Las Vegas Harry Reid Intl
8h 56m1 stop Knoxville McGhee Tyson
$124Allegiant Air
Mon, Nov 16
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?

Departing from Chicago Midway, the top domestic flight destinations, based on momondo users' searches, include Dallas, Jacksonville, Charleston, Charlotte, and St. Louis.

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

momondo search trends show that the most popular international cities to visit when flying direct from Chicago Midway include San Luis Potosí, Toronto, Guadalajara, Morelia, and León, Guanajuato.

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

The cheapest city to fly to from Chicago currently is Minneapolis at $58. The next cheapest destinations are Cleveland, Houston, Dallas, St. Louis and Toronto.

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 $58 to Minneapolis. Prices will vary according to several factors such as the departure date and time, but on average you can expect to pay around $341 to travel from Chicago Midway Airport to Minneapolis.

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

Atlanta, Minneapolis and Detroit are currently the destinations served most frequently from Chicago Midway Airport, with 18, 14 and 13 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 September 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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