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Cheap flights from Chicago Midway Airport from $80

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Fly to

Route

Depart

Return

Price

Cheapest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Tue 11/17

6:08 am-9:31 am

Nonstop2h 23m

$80

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Wed 12/23

1:11 pm-4:18 pm

Nonstop2h 07m

$80

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Sat 11/21

8:28 am-11:29 am

Nonstop2h 01m

$81
Quickest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Sat 12/12

10:05 am-1:00 pm

Nonstop1h 55m

$99

ChicagoDenver

MDW Chicago Midway - DEN Denver Intl

MDWDEN

Chicago Midway

Wed 12/9

6:05 am-8:00 am

Nonstop2h 55m

$100

ChicagoDenver

MDW Chicago Midway - DEN Denver Intl

MDWDEN

Chicago Midway

Sat 12/5

6:25 pm-8:15 pm

Nonstop2h 50m

$100

ChicagoDenver

MDW Chicago Midway - DEN Denver Intl

MDWDEN

Chicago Midway

Tue 12/1

5:30 pm-11:49 pm

1 stop7h 19m

$110

ChicagoDenver

MDW Chicago Midway - DEN Denver Intl

MDWDEN

Chicago Midway

Sat 12/5

9:37 am-3:15 pm

1 stop6h 38m

$110

ChicagoTampa

MDW Chicago Midway - TPA Tampa

MDWTPA

Chicago Midway

Tue 11/17

6:08 am-7:10 am

2 stops24h 02m

$129

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Mon 11/9

4:31 pm-6:37 pm

2 stops25h 06m

$136

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$208

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$84

Flights from Chicago Midway Airport to

Austin

from$165

Flights from Chicago Midway Airport to

Baltimore

from$105

Flights from Chicago Midway Airport to

Birmingham, Alabama

from$147

Flights from Chicago Midway Airport to

Boston

from$107

Flights from Chicago Midway Airport to

Buffalo

from$153

Flights from Chicago Midway Airport to

Burbank

from$237

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$104

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$134

Flights from Chicago Midway Airport to

Durango

from$243

Flights from Chicago Midway Airport to

El Paso

from$264

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
6:08 am - 9:31 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 23mnonstop
$80Frontier
Tue, Nov 17
Frontier Logo
1:11 pm - 4:18 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 07mnonstop
$80Frontier
Wed, Dec 23
Frontier Logo
8:28 am - 11:29 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
2h 01mnonstop
$81Frontier
Sat, Nov 21
Southwest Logo
10:05 am - 1:00 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
1h 55mnonstop
$99Southwest
Sat, Dec 12
Southwest Logo
6:05 am - 8:00 amMDW  Chicago Midway-DEN Denver Intl
2h 55mnonstop
$100Southwest
Wed, Dec 9
Southwest Logo
6:25 pm - 8:15 pmMDW  Chicago Midway-DEN Denver Intl
2h 50mnonstop
$100Southwest
Sat, Dec 5
Delta Logo
5:30 pm - 11:49 pmMDW  Chicago Midway-DEN Denver Intl
7h 19m1 stop Minneapolis St Paul
$110Delta
Tue, Dec 1
Delta Logo
9:37 am - 3:15 pmMDW  Chicago Midway-DEN Denver Intl
6h 38m1 stop Detroit Metropolitan Wayne County
$110Delta
Sat, Dec 5
Multiple Airlines Logo
6:08 am - 7:10 amMDW  Chicago Midway-TPA Tampa
24h 02m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
$129Multiple Airlines
Tue, Nov 17
Multiple Airlines Logo
4:31 pm - 6:37 pmMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
25h 06m2 stops Knoxville McGhee Tyson Orlando Sanford Intl
$136Multiple Airlines
Mon, Nov 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, Toronto, Morelia, and Guadalajara.

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 Knoxville, Minneapolis, Cleveland, Houston and Atlanta.

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 Newark Airport, start at $56, American Airlines flights from Chicago Midway Airport to Miami cost around $59, 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 $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 $127 to travel from Chicago Midway Airport to Valparaiso, Florida.

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 11, 7 and 6 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 10 as of October 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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