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Cheap flights from Chicago Midway Airport from $75

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Fly to

Route

Depart

Return

Price

Cheapest one-way

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Sat 10/3

6:25 am-2:41 pm

1 stop7h 16m

$75

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Tue 10/13

6:21 am-2:26 pm

1 stop7h 05m

$75

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Thu 9/17

6:25 am-2:34 pm

1 stop7h 09m

$75
Quickest one-way

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Tue 10/13

12:15 pm-4:10 pm

Nonstop2h 55m

$86

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Mon 9/28

6:20 pm-10:20 pm

Nonstop3h 00m

$86

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Wed 10/21

5:55 pm-9:55 pm

Nonstop3h 00m

$86

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Tue 10/6

12:49 pm-7:39 pm

1 stop5h 50m

$109

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Wed 10/7

1:27 pm-9:32 pm

1 stop7h 05m

$109

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Fri 10/30

2:26 pm-9:03 am

2 stops17h 37m

$142

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Tue 9/29

6:25 am-5:52 pm

2 stops10h 27m

$144

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Where can I directly fly to from Chicago Midway Airport?

Currently, 72 destinations can be reached directly via flights from Chicago Midway Airport.

Flights from Chicago Midway Airport to

Aguascalientes

from$136

Flights from Chicago Midway Airport to

Albany, New York

from$139

Flights from Chicago Midway Airport to

Albuquerque

from$317

Flights from Chicago Midway Airport to

Asheville

from$76

Flights from Chicago Midway Airport to

Baltimore

from$88

Flights from Chicago Midway Airport to

Birmingham, Alabama

from$128

Flights from Chicago Midway Airport to

Boise

from$258

Flights from Chicago Midway Airport to

Boston

from$113

Flights from Chicago Midway Airport to

Bozeman

from$395

Flights from Chicago Midway Airport to

Buffalo

from$139

Flights from Chicago Midway Airport to

Burbank

from$230

Flights from Chicago Midway Airport to

Cancún

from$219

Flights from Chicago Midway Airport to

Charleston

from$158

Flights from Chicago Midway Airport to

Charlotte

from$129

Flights from Chicago Midway Airport to

Cincinnati

from$136

Flights from Chicago Midway Airport to

Cleveland

from$97

Flights from Chicago Midway Airport to

Denver

from$118

Flights from Chicago Midway Airport to

Des Moines

from$107

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
6:25 am - 2:41 pmMDW  Chicago Midway-FLL Fort Lauderdale
7h 16m1 stop Atlanta Hartsfield-Jackson
$75Frontier
Sat, Oct 3
Frontier Logo
6:21 am - 2:26 pmMDW  Chicago Midway-FLL Fort Lauderdale
7h 05m1 stop Atlanta Hartsfield-Jackson
$75Frontier
Tue, Oct 13
Frontier Logo
6:25 am - 2:34 pmMDW  Chicago Midway-FLL Fort Lauderdale
7h 09m1 stop Atlanta Hartsfield-Jackson
$75Frontier
Thu, Sep 17
Southwest Logo
12:15 pm - 4:10 pmMDW  Chicago Midway-FLL Fort Lauderdale
2h 55mnonstop
$86Southwest
Tue, Oct 13
Southwest Logo
6:20 pm - 10:20 pmMDW  Chicago Midway-FLL Fort Lauderdale
3h 00mnonstop
$86Southwest
Mon, Sep 28
Southwest Logo
5:55 pm - 9:55 pmMDW  Chicago Midway-FLL Fort Lauderdale
3h 00mnonstop
$86Southwest
Wed, Oct 21
Delta Logo
12:49 pm - 7:39 pmMDW  Chicago Midway-FLL Fort Lauderdale
5h 50m1 stop Atlanta Hartsfield-Jackson
$109Delta
Tue, Oct 6
Delta Logo
1:27 pm - 9:32 pmMDW  Chicago Midway-FLL Fort Lauderdale
7h 05m1 stop Detroit Metropolitan Wayne County
$109Delta
Wed, Oct 7
Multiple Airlines Logo
2:26 pm - 9:03 amMDW  Chicago Midway-ATL Atlanta Hartsfield-Jackson
17h 37m2 stops Knoxville McGhee Tyson Tampa St. Petersburg
$142Multiple Airlines
Fri, Oct 30
Multiple Airlines Logo
6:25 am - 5:52 pmMDW  Chicago Midway-FLL Fort Lauderdale
10h 27m2 stops Atlanta Hartsfield-Jackson Tampa
$144Multiple Airlines
Tue, Sep 29

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, Charleston, St. Louis, and El Paso the most.

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, Toronto, Guadalajara, Cancún, and León, Guanajuato.

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

The cheapest city to fly to from Chicago currently is Minneapolis at $50. The next cheapest destinations are Valparaiso, Houston, Pittsburgh, St. Louis and Asheville.

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 $50 to Minneapolis. Prices will vary according to several factors such as the departure date and time, but on average you can expect to pay around $316 to travel from Chicago Midway Airport to Minneapolis.

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 15, 11 and 9 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 10 as of September 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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