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Cheap flights from Chicago Midway Airport from $46

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 1/30. 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 December 11, 2025. In the last 7 days, momondo users made a total of 832,500 searches

Fly to

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 1/30

9:45 am-12:30 pm

Nonstop2h 45m

$46

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 1/23

9:45 am-12:30 pm

Nonstop2h 45m

$47

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 2/9

9:45 am-12:30 pm

Nonstop2h 45m

$48

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Wed 1/14

11:39 am-5:39 pm

1 stop5h 00m

$49

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Tue 1/20

8:30 am-12:40 pm

Nonstop3h 10m

$66

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Wed 2/18

3:40 pm-5:45 pm

Nonstop4h 05m

$66

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Sun 1/11

4:21 pm-4:19 pm

1 stop22h 58m

$74

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 1/7

3:01 pm-9:00 am

1 stop16h 59m

$77

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 1/21

10:46 am-4:10 pm

1 stop5h 24m

$99

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 1/22

10:48 am-4:10 pm

1 stop5h 22m

$109

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Where can I directly fly to from Chicago Midway Airport?

Currently, 56 destinations can be reached directly via flights from Chicago Midway Airport.

Flights from Chicago Midway Airport to

Aguascalientes

from$152

Flights from Chicago Midway Airport to

Albany, New York

from$300

Flights from Chicago Midway Airport to

Asheville

from$87

Flights from Chicago Midway Airport to

Atlanta

from$39

Flights from Chicago Midway Airport to

Austin

from$98

Flights from Chicago Midway Airport to

Baltimore

from$62

Flights from Chicago Midway Airport to

Birmingham, Alabama

from$147

Flights from Chicago Midway Airport to

Boston

from$58

Flights from Chicago Midway Airport to

Buffalo

from$285

Flights from Chicago Midway Airport to

Cancún

from$165

Flights from Chicago Midway Airport to

Charlotte

from$158

Flights from Chicago Midway Airport to

Cleveland

from$107

Flights from Chicago Midway Airport to

Denver

from$56

Flights from Chicago Midway Airport to

Durango

from$133

Flights from Chicago Midway Airport to

El Paso

from$318

Flights from Chicago Midway Airport to

Fort Lauderdale

from$78

Flights from Chicago Midway Airport to

Fort Myers

from$118

Flights from Chicago Midway Airport to

Guadalajara

from$123

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
9:45 am - 12:30 pm
MDW
-
DFW
2h 45mnonstop
$46Frontier
Fri, Jan 30
Frontier Logo
9:45 am - 12:30 pm
MDW
-
DFW
2h 45mnonstop
$47Frontier
Fri, Jan 23
Frontier Logo
9:45 am - 12:30 pm
MDW
-
DFW
2h 45mnonstop
$48Frontier
Mon, Feb 9
Frontier Logo
11:39 am - 5:39 pm
MDW
-
MCO
5h 00m1 stop
$49Frontier
Wed, Jan 14
Southwest Logo
8:30 am - 12:40 pm
MDW
-
FLL
3h 10mnonstop
$66Southwest
Tue, Jan 20
Southwest Logo
3:40 pm - 5:45 pm
MDW
-
LAS
4h 05mnonstop
$66Southwest
Wed, Feb 18
Multiple Airlines Logo
4:21 pm - 4:19 pm
MDW
-
FLL
22h 58m1 stop
$74Multiple Airlines
Sun, Jan 11
Multiple Airlines Logo
3:01 pm - 9:00 am
MDW
-
LGA
16h 59m1 stop
$77Multiple Airlines
Wed, Jan 7
Delta Logo
10:46 am - 4:10 pm
MDW
-
HOU
5h 24m1 stop
$99Delta
Wed, Jan 21
Delta Logo
10:48 am - 4:10 pm
MDW
-
HOU
5h 22m1 stop
$109Delta
Thu, Jan 22

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, Los Angeles, St. Louis, Jacksonville, 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, Morelia, Cancún, Guadalajara 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 New York at $33. The next cheapest destinations are Atlanta, Miami, Orlando, Houston 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, Frontier, and American Airlines. 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 American Airlines flights from Chicago Midway Airport to Miami 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 $33 to Newark Airport. Prices will vary according to several factors such as the departure date and time, but on average you can expect to pay around $122 to travel from Chicago Midway Airport to Newark Airport.

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 21, 14 and 11 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 December 2025.

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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Find better results for your trip

Popular domestic flights from Chicago Midway Airport

Chicago to Orlando Flightsfrom $58
Chicago to Dallas Flightsfrom $70
Chicago to Las Vegas Harry Reid Intl Flightsfrom $145
Chicago to Atlanta Hartsfield-Jackson Flightsfrom $97
Chicago to Miami Flightsfrom $70
Chicago to Fort Lauderdale Flightsfrom $98
Chicago to Phoenix Flightsfrom $88
Chicago to Tampa Flightsfrom $99
Chicago to Los Angeles Flightsfrom $159
Chicago to Houston Flightsfrom $73
Chicago to San Francisco Flightsfrom $210
Chicago to Denver Intl Flightsfrom $87
Chicago to Washington, D.C. Flightsfrom $128
Chicago to New York Flightsfrom $100
Chicago to Fort Myers SW Florida Intl Flightsfrom $155
Chicago to New Orleans Louis Armstrong Flightsfrom $157
Chicago to Palm Beach Intl Flightsfrom $128
Chicago to Honolulu Flightsfrom $421
Chicago to Boston Logan Intl Flightsfrom $132
Chicago to Philadelphia Flightsfrom $139