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Cheap flights from Chicago Midway Airport from $44

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 1/18. 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 diciembre 17, 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

dom. 1/18

11:05 am-1:48 pm

Nonstop2h 43m

$44

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

vie. 2/20

7:45 am-10:37 am

Nonstop2h 52m

$45

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

vie. 1/30

9:45 am-12:30 pm

Nonstop2h 45m

$46

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

dom. 2/1

5:13 pm-8:00 pm

Nonstop2h 47m

$47

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

jue. 12/25

6:12 am-9:30 am

Nonstop2h 18m

$48

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

sáb. 2/21

9:15 am-2:56 pm

1 stop28h 41m

$63

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

mié. 2/18

5:35 pm-9:30 pm

Nonstop2h 55m

$66

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

sáb. 1/17

7:50 pm-9:55 pm

Nonstop4h 05m

$66

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

mié. 2/18

5:40 pm-9:15 pm

Nonstop2h 35m

$76

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

sáb. 1/24

6:05 pm-9:50 pm

Nonstop2h 45m

$79

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$214

Flights from Chicago Midway Airport to

Albany, New York

from$300

Flights from Chicago Midway Airport to

Albuquerque

from$204

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$138

Flights from Chicago Midway Airport to

Baltimore

from$40

Flights from Chicago Midway Airport to

Boston

from$58

Flights from Chicago Midway Airport to

Cancún

from$97

Flights from Chicago Midway Airport to

Charlotte

from$45

Flights from Chicago Midway Airport to

Cleveland

from$107

Flights from Chicago Midway Airport to

Denver

from$77

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$65

Flights from Chicago Midway Airport to

Fort Myers

from$118

Flights from Chicago Midway Airport to

Guadalajara

from$217

Flights from Chicago Midway Airport to

Hartford

from$78

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
11:05 am - 1:48 pm
MDW
-
DFW
2h 43mnonstop
$44Frontier
dom., ene. 18
Frontier Logo
7:45 am - 10:37 am
MDW
-
DFW
2h 52mnonstop
$45Frontier
vie., feb. 20
Frontier Logo
9:45 am - 12:30 pm
MDW
-
DFW
2h 45mnonstop
$46Frontier
vie., ene. 30
Frontier Logo
5:13 pm - 8:00 pm
MDW
-
DFW
2h 47mnonstop
$47Frontier
dom., feb. 1
Frontier Logo
6:12 am - 9:30 am
MDW
-
ATL
2h 18mnonstop
$48Frontier
jue., dic. 25
Multiple Airlines Logo
9:15 am - 2:56 pm
MDW
-
MIA
28h 41m1 stop
$63Multiple Airlines
sáb., feb. 21
Southwest Logo
5:35 pm - 9:30 pm
MDW
-
FLL
2h 55mnonstop
$66Southwest
mié., feb. 18
Southwest Logo
7:50 pm - 9:55 pm
MDW
-
LAS
4h 05mnonstop
$66Southwest
sáb., ene. 17
Southwest Logo
5:40 pm - 9:15 pm
MDW
-
TPA
2h 35mnonstop
$76Southwest
mié., feb. 18
Southwest Logo
6:05 pm - 9:50 pm
MDW
-
RSW
2h 45mnonstop
$79Southwest
sáb., ene. 24

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 Jacksonville, St. Louis, Charlotte, 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, Morelia, León, Guanajuato, Guadalajara and Cancún.

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 $32. The next cheapest destinations are Orlando, Atlanta, Miami, Washington, D.C. 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, 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 $59.

What is the cheapest flight available from Chicago Midway Airport?

Currently, the cheapest flight from Chicago Midway Airport found by our users is for $32 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 $103 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 15, 10 and 9 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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vie. 1/16
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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 $59
Chicago to Las Vegas Harry Reid Intl Flightsfrom $139
Chicago to Atlanta Hartsfield-Jackson Flightsfrom $89
Chicago to Miami Flightsfrom $70
Chicago to Fort Lauderdale Flightsfrom $98
Chicago to Phoenix Flightsfrom $83
Chicago to Tampa Flightsfrom $110
Chicago to Los Angeles Flightsfrom $149
Chicago to Houston Flightsfrom $102
Chicago to San Francisco Flightsfrom $183
Chicago to Denver Intl Flightsfrom $86
Chicago to New York Flightsfrom $76
Chicago to Fort Myers SW Florida Intl Flightsfrom $157
Chicago to New Orleans Louis Armstrong Flightsfrom $177
Chicago to Palm Beach Intl Flightsfrom $155
Chicago to Honolulu Flightsfrom $423
Chicago to Washington, D.C. Flightsfrom $139
Chicago to Boston Logan Intl Flightsfrom $137
Chicago to Philadelphia Flightsfrom $129