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Cheap flights from Chicago Midway Airport from $47

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 4/23. 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 April 1, 2026. In the last 7 days, momondo users made a total of 832,500 searches

Fly to

Route

Depart

Return

Price

Cheapest one-way

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 4/23

4:15 pm-7:09 pm

Nonstop2h 54m

$47

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 4/6

6:30 am-10:40 am

Nonstop3h 10m

$47

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 4/17

3:29 pm-6:22 pm

Nonstop2h 53m

$48
Quickest one-way

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Fri 4/17

6:00 am-9:15 am

Nonstop2h 15m

$48

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 4/24

6:15 am-9:04 am

Nonstop2h 49m

$49

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 4/6

6:30 am-10:40 am

Nonstop3h 10m

$49

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Tue 6/30

6:00 am-9:19 am

Nonstop2h 19m

$49

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 4/20

4:14 pm-7:08 pm

Nonstop2h 54m

$50

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Mon 4/27

6:00 am-12:47 pm

1 stop5h 47m

$75

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Sat 4/25

7:34 pm-7:00 am

1 stop10h 26m

$77

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Where can I directly fly to from Chicago Midway Airport?

Currently, 74 destinations can be reached directly via flights from Chicago Midway Airport.

Flights from Chicago Midway Airport to

Aguascalientes

from$148

Flights from Chicago Midway Airport to

Albany, New York

from$314

Flights from Chicago Midway Airport to

Albuquerque

from$164

Flights from Chicago Midway Airport to

Atlanta

from$65

Flights from Chicago Midway Airport to

Austin

from$108

Flights from Chicago Midway Airport to

Baltimore

from$108

Flights from Chicago Midway Airport to

Boston

from$72

Flights from Chicago Midway Airport to

Bozeman

from$311

Flights from Chicago Midway Airport to

Buffalo

from$118

Flights from Chicago Midway Airport to

Burbank

from$276

Flights from Chicago Midway Airport to

Cancún

from$95

Flights from Chicago Midway Airport to

Charleston

from$118

Flights from Chicago Midway Airport to

Charlotte

from$88

Flights from Chicago Midway Airport to

Cincinnati

from$90

Flights from Chicago Midway Airport to

Cleveland

from$78

Flights from Chicago Midway Airport to

Denver

from$122

Flights from Chicago Midway Airport to

Des Moines

from$209

Flights from Chicago Midway Airport to

Durango

from$178

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
4:15 pm - 7:09 pm
MDW
-
DFW
2h 54mnonstop
$47Frontier
Thu, Apr 23
Frontier Logo
6:30 am - 10:40 am
MDW
-
MIA
3h 10mnonstop
$47Frontier
Mon, Apr 6
Frontier Logo
3:29 pm - 6:22 pm
MDW
-
DFW
2h 53mnonstop
$48Frontier
Fri, Apr 17
Frontier Logo
6:00 am - 9:15 am
MDW
-
ATL
2h 15mnonstop
$48Frontier
Fri, Apr 17
Frontier Logo
6:15 am - 9:04 am
MDW
-
DFW
2h 49mnonstop
$49Frontier
Fri, Apr 24
Frontier Logo
6:30 am - 10:40 am
MDW
-
MIA
3h 10mnonstop
$49Frontier
Mon, Apr 6
Frontier Logo
6:00 am - 9:19 am
MDW
-
ATL
2h 19mnonstop
$49Frontier
Tue, Jun 30
Frontier Logo
4:14 pm - 7:08 pm
MDW
-
DFW
2h 54mnonstop
$50Frontier
Mon, Apr 20
Multiple Airlines Logo
6:00 am - 12:47 pm
MDW
-
FLL
5h 47m
1 stop
$75Multiple Airlines
Mon, Apr 27
Multiple Airlines Logo
7:34 pm - 7:00 am
MDW
-
FLL
10h 26m
1 stop
$77Multiple Airlines
Sat, Apr 25

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?

According to searches, the most popular destinations for domestic flights from Chicago Midway among momondo users are Charleston, Charlotte, Reno, Salt Lake City and Jacksonville.

Which international cities can I fly to direct from Chicago Midway?

There are many cities a direct flight away from Chicago Midway. The most popular international destinations among momondo users are Guadalajara, Durango, León, Guanajuato, Toronto, and Morelia.

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 $28. The next cheapest destinations are Dallas, Miami, Phoenix, Memphis and Punta Gorda.

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 Frontier. 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 Frontier flights from Chicago Midway Airport to New York 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 $28 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 $106 to travel from Chicago Midway Airport to Newark Airport.

Which destinations have the most frequent flights from Chicago Midway Airport?

Atlanta, Detroit and Detroit Metropolitan Wayne County Airport are currently the destinations served most frequently from Chicago Midway Airport, with 25, 17 and 17 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 April 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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