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Cheap flights from Chicago Midway Airport from $81

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Route

Depart

Return

Price

Cheapest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Fri 1/15

5:13 pm-8:35 pm

Nonstop2h 22m

$81

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Mon 12/7

5:02 pm-8:15 pm

Nonstop2h 13m

$82

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Mon 12/7

5:02 pm-8:15 pm

Nonstop2h 13m

$82

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Wed 12/9

8:10 am-11:05 am

Nonstop1h 55m

$99
Quickest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Wed 12/16

11:28 am-2:22 pm

Nonstop1h 54m

$99

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Wed 2/10

8:15 am-12:50 pm

1 stop3h 35m

$109

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Tue 1/5

8:00 am-12:25 pm

1 stop3h 25m

$109

ChicagoDallas

MDW Chicago Midway - DAL Dallas Love Field

MDWDAL

Chicago Midway

Sat 12/12

4:08 pm-10:43 pm

1 stop6h 35m

$115

ChicagoTampa

MDW Chicago Midway - TPA Tampa

MDWTPA

Chicago Midway

Tue 1/12

5:34 pm-2:50 pm

2 stops20h 16m

$126

ChicagoTampa

MDW Chicago Midway - TPA Tampa

MDWTPA

Chicago Midway

Wed 12/9

10:40 am-7:10 am

2 stops19h 30m

$129

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Where can I directly fly to from Chicago Midway Airport?

Currently, 64 destinations can be reached directly via flights from Chicago Midway Airport.

Flights from Chicago Midway Airport to

Aguascalientes

from$168

Flights from Chicago Midway Airport to

Albany, New York

from$118

Flights from Chicago Midway Airport to

Albuquerque

from$158

Flights from Chicago Midway Airport to

Atlanta

from$78

Flights from Chicago Midway Airport to

Austin

from$152

Flights from Chicago Midway Airport to

Baltimore

from$99

Flights from Chicago Midway Airport to

Birmingham, Alabama

from$121

Flights from Chicago Midway Airport to

Boston

from$123

Flights from Chicago Midway Airport to

Buffalo

from$153

Flights from Chicago Midway Airport to

Cancún

from$253

Flights from Chicago Midway Airport to

Charleston

from$178

Flights from Chicago Midway Airport to

Charlotte

from$110

Flights from Chicago Midway Airport to

Cincinnati

from$161

Flights from Chicago Midway Airport to

Cleveland

from$58

Flights from Chicago Midway Airport to

Denver

from$121

Flights from Chicago Midway Airport to

Durango

from$215

Flights from Chicago Midway Airport to

El Paso

from$274

Flights from Chicago Midway Airport to

Fort Lauderdale

from$75

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
5:13 pm - 8:35 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 22mnonstop
$81Frontier
Fri, Jan 15
Frontier Logo
5:02 pm - 8:15 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 13mnonstop
$82Frontier
Mon, Dec 7
Frontier Logo
5:02 pm - 8:15 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 13mnonstop
$82Frontier
Mon, Dec 7
Southwest Logo
8:10 am - 11:05 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
1h 55mnonstop
$99Southwest
Wed, Dec 9
Delta Logo
11:28 am - 2:22 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
1h 54mnonstop
$99Delta
Wed, Dec 16
Southwest Logo
8:15 am - 12:50 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
3h 35m1 stop Lambert-St Louis
$109Southwest
Wed, Feb 10
Southwest Logo
8:00 am - 12:25 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
3h 25m1 stop Nashville Intl
$109Southwest
Tue, Jan 5
Delta Logo
4:08 pm - 10:43 pmMDW  Chicago Midway-DAL Dallas Love Field
6h 35m1 stop Atlanta Hartsfield-Jackson
$115Delta
Sat, Dec 12
Multiple Airlines Logo
5:34 pm - 2:50 pmMDW  Chicago Midway-TPA Tampa
20h 16m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
$126Multiple Airlines
Tue, Jan 12
Multiple Airlines Logo
10:40 am - 7:10 amMDW  Chicago Midway-TPA Tampa
19h 30m2 stops Dallas/Fort Worth Fort Lauderdale
$129Multiple Airlines
Wed, Dec 9

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, Jacksonville, Charleston, Charlotte, and Los Angeles.

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

momondo search trends show that the most popular international cities to visit when flying direct from Chicago Midway include San Luis Potosí, León, Guanajuato, Morelia, Guadalajara, and Toronto.

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

The cheapest city to fly to from Chicago currently is Valparaiso at $53. The next cheapest destinations are Minneapolis, Cleveland, Houston, Dallas and Fort Lauderdale.

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 Allegiant Air, Delta, and Frontier. For example, Allegiant Air flights from Chicago Midway Airport to Asheville, start at $44, Delta flights from Chicago Midway Airport to Newark Airport cost around $56, and Frontier flights from Chicago Midway Airport to Orlando Airport are around $64.

What is the cheapest flight available from Chicago Midway Airport?

Currently, the cheapest flight from Chicago Midway Airport found by our users is for $53 to Valparaiso, Florida. Prices will vary according to several factors such as the departure date and time, but on average you can expect to pay around $208 to travel from Chicago Midway Airport to Valparaiso, Florida.

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 24, 12 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.

What is the cheapest first class flight from Chicago Midway Airport?

If you are looking for a cheap first class flight, consider flights to Atlanta, for which the starting price of a first class seat can be as low as $851.

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 9 as of November 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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