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 11/20. 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 octubre 14, 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

jue. 11/20

6:05 am-9:22 am

Nonstop2h 17m

$44

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

vie. 11/28

6:05 am-9:22 am

Nonstop2h 17m

$45

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

mar. 12/30

6:00 am-9:18 am

Nonstop2h 18m

$46

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

mar. 1/13

7:55 pm-10:40 pm

Nonstop2h 45m

$59

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mar. 11/11

7:15 pm-10:20 pm

Nonstop2h 05m

$69

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

mar. 10/28

5:56 pm-8:45 am

1 stop13h 49m

$70

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

sáb. 11/8

6:30 am-10:59 pm

1 stop15h 29m

$76

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

sáb. 11/15

6:00 am-1:28 pm

1 stop7h 28m

$79

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

lun. 12/22

11:48 am-6:04 pm

1 stop6h 16m

$99

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

vie. 11/21

2:11 pm-7:42 pm

1 stop5h 31m

$155

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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
6:05 am - 9:22 amMDW-ATL
2h 17mnonstop
$44Frontier
Find Deal
jue., nov. 20
Frontier Logo
6:05 am - 9:22 amMDW-ATL
2h 17mnonstop
$45Frontier
Find Deal
vie., nov. 28
Frontier Logo
6:00 am - 9:18 amMDW-ATL
2h 18mnonstop
$46Frontier
Find Deal
mar., dic. 30
Southwest Logo
7:55 pm - 10:40 pmMDW-HOU
2h 45mnonstop
$59Southwest
Find Deal
mar., ene. 13
Southwest Logo
7:15 pm - 10:20 pmMDW-LGA
2h 05mnonstop
$69Southwest
Find Deal
mar., nov. 11
Multiple Airlines Logo
5:56 pm - 8:45 amMDW-MCO
13h 49m1 stop
$70Multiple Airlines
Find Deal
mar., oct. 28
Multiple Airlines Logo
6:30 am - 10:59 pmMDW-LGA
15h 29m1 stop
$76Multiple Airlines
Find Deal
sáb., nov. 8
Delta Logo
6:00 am - 1:28 pmMDW-HOU
7h 28m1 stop
$79Delta
Find Deal
sáb., nov. 15
Delta Logo
11:48 am - 6:04 pmMDW-DFW
6h 16m1 stop
$99Delta
Find Deal
lun., dic. 22
Allegiant Air Logo
2:11 pm - 7:42 pmMDW-HOU
5h 31m1 stop
$155Allegiant Air
Find Deal
vie., nov. 21

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 St. Louis, Charlotte, Jacksonville, Los Angeles, and Charleston.

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, León, Guanajuato, Guadalajara, Morelia and Zacatecas.

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

The cheapest city to fly to from Chicago currently is Las Vegas at $39. The next cheapest destinations are Atlanta, New York, Houston, Asheville and Miami.

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 $39 to Las Vegas. Prices will vary according to several factors such as the departure date and time, but on average you can expect to pay around $318 to travel from Chicago Midway Airport to Las Vegas.

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 25, 17 and 15 flights per day on average, respectively.

Which airlines can you fly with from Chicago Midway Airport?

Airlines including Delta, Southwest 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?

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.

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