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Cheap flights from Chicago Midway Airport from $41

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport departing on 5/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Find flights from Chicago Midway Airport within your budget

 
Find flights departing from Chicago Midway Airport that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on May 15, 2026. In the last 7 days, momondo users made a total of 832,500 searches

Fly to

Route

Depart

Return

Price

Cheapest one-way

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Sun 5/24

6:00 am-9:09 am

Nonstop2h 09m

$41

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Wed 6/17

6:00 am-9:19 am

Nonstop2h 19m

$42

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Thu 6/25

6:00 am-9:19 am

Nonstop2h 19m

$43

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Mon 8/10

6:00 am-9:11 am

Nonstop2h 11m

$44
Quickest one-way

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Thu 7/16

12:11 pm-3:13 pm

Nonstop2h 02m

$45

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Tue 6/16

8:10 pm-11:45 pm

Nonstop2h 35m

$85

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 6/30

7:45 pm-10:55 pm

Nonstop2h 10m

$89

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Thu 8/6

1:27 pm-7:25 pm

1 stop4h 58m

$99

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sun 8/9

1:27 pm-7:25 pm

1 stop4h 58m

$104

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Sun 5/31

7:49 pm-8:50 am

1 stop15h 01m

$114

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Where can I directly fly to from Chicago Midway Airport?

Currently, 69 destinations can be reached directly via flights from Chicago Midway Airport.

Flights from Chicago Midway Airport to

Aguascalientes

from$161

Flights from Chicago Midway Airport to

Albany, New York

from$174

Flights from Chicago Midway Airport to

Albuquerque

from$266

Flights from Chicago Midway Airport to

Asheville

from$87

Flights from Chicago Midway Airport to

Atlanta

from$65

Flights from Chicago Midway Airport to

Baltimore

from$119

Flights from Chicago Midway Airport to

Birmingham, Alabama

from$317

Flights from Chicago Midway Airport to

Boise

from$355

Flights from Chicago Midway Airport to

Boston

from$83

Flights from Chicago Midway Airport to

Buffalo

from$349

Flights from Chicago Midway Airport to

Burbank

from$210

Flights from Chicago Midway Airport to

Cancún

from$107

Flights from Chicago Midway Airport to

Charleston

from$109

Flights from Chicago Midway Airport to

Charlotte

from$129

Flights from Chicago Midway Airport to

Cincinnati

from$157

Flights from Chicago Midway Airport to

Cleveland

from$58

Flights from Chicago Midway Airport to

Denver

from$110

Flights from Chicago Midway Airport to

Durango

from$224

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
6:00 am - 9:09 am
MDW
-
ATL
2h 09mnonstop
$41Frontier
Sun, May 24
Frontier Logo
6:00 am - 9:19 am
MDW
-
ATL
2h 19mnonstop
$42Frontier
Wed, Jun 17
Frontier Logo
6:00 am - 9:19 am
MDW
-
ATL
2h 19mnonstop
$43Frontier
Thu, Jun 25
Frontier Logo
6:00 am - 9:11 am
MDW
-
ATL
2h 11mnonstop
$44Frontier
Mon, Aug 10
Frontier Logo
12:11 pm - 3:13 pm
MDW
-
ATL
2h 02mnonstop
$45Frontier
Thu, Jul 16
Southwest Logo
8:10 pm - 11:45 pm
MDW
-
MCO
2h 35mnonstop
$85Southwest
Tue, Jun 16
Southwest Logo
7:45 pm - 10:55 pm
MDW
-
LGA
2h 10mnonstop
$89Southwest
Tue, Jun 30
Delta Logo
1:27 pm - 7:25 pm
MDW
-
EWR
4h 58m
1 stop
$99Delta
Thu, Aug 6
Delta Logo
1:27 pm - 7:25 pm
MDW
-
EWR
4h 58m
1 stop
$104Delta
Sun, Aug 9
Multiple Airlines Logo
7:49 pm - 8:50 am
MDW
-
LAS
15h 01m
1 stop
$114Multiple Airlines
Sun, May 31

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?

From Chicago Midway, you can take domestic flights to many cities. Searches reveal that momondo users prefer flights to Charlotte, Charleston, St. Louis, Los Angeles, and Salt Lake City the most.

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, Guadalajara, León, Guanajuato, Morelia and Durango.

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

The cheapest city to fly to from Chicago currently is Punta Gorda at $21. The next cheapest destinations are Dallas, New York, Cleveland, Miami and Houston.

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 Allegiant Air. For example, Delta flights from Chicago Midway Airport to Savannah, start at $46, American Airlines flights from Chicago Midway Airport to Miami cost around $58, and Allegiant Air flights from Chicago Midway Airport to Knoxville 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 $21 to Punta Gorda. Prices will vary according to several factors such as the departure date and time, but on average you can expect to pay around $112 to travel from Chicago Midway Airport to Punta Gorda.

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 23, 16 and 15 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 12 as of May 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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