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Cheap flights from Chicago Midway Airport from $40

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 12/5. 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 noviembre 18, 2025. In the last 7 days, momondo users made a total of 832,500 searches

Fly to

Route

Depart

Return

Price

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

vie. 12/5

6:15 am-9:33 am

Nonstop2h 18m

$40

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

vie. 12/5

8:42 pm-11:48 pm

Nonstop2h 06m

$41

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

vie. 11/28

4:46 pm-8:34 pm

Nonstop2h 48m

$43

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

lun. 12/15

6:15 am-9:33 am

Nonstop2h 18m

$44

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

jue. 1/15

8:30 pm-11:15 pm

Nonstop2h 45m

$59

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

mié. 12/3

2:49 pm-11:12 am

1 stop19h 23m

$65

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

jue. 1/1

5:15 am-7:10 am

Nonstop3h 55m

$66

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

lun. 11/24

6:00 am-1:28 pm

1 stop7h 28m

$99

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

sáb. 12/13

6:00 am-1:28 pm

1 stop7h 28m

$100

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

lun. 11/24

2:11 pm-7:42 pm

1 stop5h 31m

$123

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Where can I directly fly to from Chicago Midway Airport?

Currently, 58 destinations can be reached directly via flights from Chicago Midway Airport.

Flights from Chicago Midway Airport to

Aguascalientes

from$177

Flights from Chicago Midway Airport to

Albany, New York

from$201

Flights from Chicago Midway Airport to

Albuquerque

from$167

Flights from Chicago Midway Airport to

Asheville

from$51

Flights from Chicago Midway Airport to

Atlanta

from$54

Flights from Chicago Midway Airport to

Austin

from$98

Flights from Chicago Midway Airport to

Baltimore

from$51

Flights from Chicago Midway Airport to

Birmingham, Alabama

from$254

Flights from Chicago Midway Airport to

Boston

from$58

Flights from Chicago Midway Airport to

Buffalo

from$110

Flights from Chicago Midway Airport to

Cancún

from$114

Flights from Chicago Midway Airport to

Charleston

from$399

Flights from Chicago Midway Airport to

Charlotte

from$68

Flights from Chicago Midway Airport to

Cleveland

from$75

Flights from Chicago Midway Airport to

Denver

from$74

Flights from Chicago Midway Airport to

Durango

from$157

Flights from Chicago Midway Airport to

El Paso

from$205

Flights from Chicago Midway Airport to

Fort Lauderdale

from$125

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
6:15 am - 9:33 amMDW-ATL
2h 18mnonstop
$40Frontier
Find Deal
vie., dic. 5
Frontier Logo
8:42 pm - 11:48 pmMDW-ATL
2h 06mnonstop
$41Frontier
Find Deal
vie., dic. 5
Frontier Logo
4:46 pm - 8:34 pmMDW-MCO
2h 48mnonstop
$43Frontier
Find Deal
vie., nov. 28
Frontier Logo
6:15 am - 9:33 amMDW-ATL
2h 18mnonstop
$44Frontier
Find Deal
lun., dic. 15
Southwest Logo
8:30 pm - 11:15 pmMDW-HOU
2h 45mnonstop
$59Southwest
Find Deal
jue., ene. 15
Multiple Airlines Logo
2:49 pm - 11:12 amMDW-MIA
19h 23m1 stop
$65Multiple Airlines
Find Deal
mié., dic. 3
Southwest Logo
5:15 am - 7:10 amMDW-LAS
3h 55mnonstop
$66Southwest
Find Deal
jue., ene. 1
Delta Logo
6:00 am - 1:28 pmMDW-HOU
7h 28m1 stop
$99Delta
Find Deal
lun., nov. 24
Delta Logo
6:00 am - 1:28 pmMDW-HOU
7h 28m1 stop
$100Delta
Find Deal
sáb., dic. 13
Allegiant Air Logo
2:11 pm - 7:42 pmMDW-HOU
5h 31m1 stop
$123Allegiant Air
Find Deal
lun., nov. 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, Charlotte, Los Angeles, Louisville, and Charleston 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, Zacatecas, Morelia, Guadalajara and Durango.

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

The cheapest city to fly to from Chicago currently is Miami at $29. The next cheapest destinations are New York, Houston, Louisville, Tampa and Pittsburgh.

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 Allegiant Air. For example, Delta flights from Chicago Midway Airport to Savannah, start at $51, Frontier flights from Chicago Midway Airport to Washington, D.C. cost around $54, and Allegiant Air flights from Chicago Midway Airport to Punta Gorda are around $74.

What is the cheapest flight available from Chicago Midway Airport?

Currently, the cheapest flight from Chicago Midway Airport found by our users is for $29 to Miami. Prices will vary according to several factors such as the departure date and time, but on average you can expect to pay around $223 to travel from Chicago Midway Airport to Miami.

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 28, 15 and 12 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 November 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 Dallas Flightsfrom $58
Chicago to Atlanta Hartsfield-Jackson Flightsfrom $48
Chicago to Orlando Flightsfrom $61
Chicago to Las Vegas Harry Reid Intl Flightsfrom $116
Chicago to Miami Flightsfrom $58
Chicago to Los Angeles Flightsfrom $134
Chicago to Phoenix Flightsfrom $104
Chicago to Tampa Flightsfrom $110
Chicago to Fort Lauderdale Flightsfrom $110
Chicago to Houston Flightsfrom $90
Chicago to Seattle/Tacoma Intl Flightsfrom $177
Chicago to Washington, D.C. Flightsfrom $110
Chicago to Denver Intl Flightsfrom $109
Chicago to New Orleans Louis Armstrong Flightsfrom $133
Chicago to San Francisco Flightsfrom $138
Chicago to Fort Myers SW Florida Intl Flightsfrom $166
Chicago to Philadelphia Flightsfrom $128
Chicago to Minneapolis St Paul Flightsfrom $117
Chicago to Boston Logan Intl Flightsfrom $122
Chicago to New York Flightsfrom $95