Cheap flights from Chicago Midway Airport (MDW) from $78 - momondo

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Route

Depart

Return

Price

Cheapest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Wed 11/11

6:42 pm-9:53 pm

Nonstop2h 11m

$78

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Tue 11/10

6:08 am-9:31 am

Nonstop2h 23m

$78

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Tue 1/5

1:18 pm-4:25 pm

Nonstop2h 07m

$78

ChicagoDenver

MDW Chicago Midway - DEN Denver Intl

MDWDEN

Chicago Midway

Mon 1/25

7:45 pm-9:30 pm

Nonstop2h 45m

$95

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Tue 11/17

1:30 pm-8:40 pm

1 stop6h 10m

$109

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Tue 1/5

1:30 pm-8:35 pm

1 stop6h 05m

$109

ChicagoBoston

MDW Chicago Midway - BOS Boston Logan Intl

MDWBOS

Chicago Midway

Wed 10/28

12:27 pm-6:54 pm

1 stop5h 27m

$111

Quickest one-way

ChicagoAtlanta

MDW Chicago Midway - ATL Atlanta Hartsfield-Jackson

MDWATL

Chicago Midway

Wed 11/11

1:05 pm-3:58 pm

Nonstop1h 53m

$119

ChicagoDenver

MDW Chicago Midway - DEN Denver Intl

MDWDEN

Chicago Midway

Sat 11/7

7:15 am-6:19 pm

2 stops12h 04m

$127

ChicagoTampa

MDW Chicago Midway - TPA Tampa

MDWTPA

Chicago Midway

Wed 11/4

6:16 am-7:10 am

2 stops23h 54m

$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

Flights from Chicago Midway Airport to

Albany, New York

Flights from Chicago Midway Airport to

Atlanta

Flights from Chicago Midway Airport to

Austin

Flights from Chicago Midway Airport to

Birmingham, Alabama

Flights from Chicago Midway Airport to

Boston

Flights from Chicago Midway Airport to

Bozeman

Flights from Chicago Midway Airport to

Buffalo

Flights from Chicago Midway Airport to

Cancún

Flights from Chicago Midway Airport to

Charleston

Flights from Chicago Midway Airport to

Charlotte

Flights from Chicago Midway Airport to

Cincinnati

Flights from Chicago Midway Airport to

Cleveland

Flights from Chicago Midway Airport to

Des Moines

Flights from Chicago Midway Airport to

Durango

Flights from Chicago Midway Airport to

El Paso

Flights from Chicago Midway Airport to

Fort Lauderdale

Flights from Chicago Midway Airport to

Fort Myers

Find the cheapest flights from Chicago Midway Airport

One-way

Last minute

International

Domestic

Cheap one-way flights from Chicago Midway Airport

Enter your travel dates to find the best prices.

6:42 pm - 9:53 pmMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 11mnonstop

$78Frontier

Wed, Nov 11

6:08 am - 9:31 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 23mnonstop

$78Frontier

Tue, Nov 10

1:18 pm - 4:25 pmMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 07mnonstop

$78Frontier

Tue, Jan 5

7:45 pm - 9:30 pmMDW Chicago Midway-DEN Denver Intl

2h 45mnonstop

$95Southwest

Mon, Jan 25

1:30 pm - 8:40 pmMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

6h 10m1 stop Washington, D.C. Reagan-National

$109Southwest

Tue, Nov 17

1:30 pm - 8:35 pmMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

6h 05m1 stop Washington, D.C. Reagan-National

$109Southwest

Tue, Jan 5

12:27 pm - 6:54 pmMDW Chicago Midway-BOS Boston Logan Intl

5h 27m1 stop Minneapolis St Paul

$111Delta

Wed, Oct 28

1:05 pm - 3:58 pmMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

1h 53mnonstop

$119Delta

Wed, Nov 11

7:15 am - 6:19 pmMDW Chicago Midway-DEN Denver Intl

12h 04m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul

$127Multiple Airlines

Sat, Nov 7

6:16 am - 7:10 amMDW Chicago Midway-TPA Tampa

23h 54m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$129Multiple Airlines

Wed, Nov 4

Last-minute flight deals from Chicago Midway Airport

Enter your travel dates to find the best prices.

6:21 am - 9:35 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 14mnonstop

10:48 pm - 11:47 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

1h 59mnonstop

$144Frontier

Tue, Oct 20 - Tue, Oct 27

6:21 am - 9:35 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 14mnonstop

10:45 pm - 11:43 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

1h 58mnonstop

$161Frontier

Tue, Oct 20 - Mon, Oct 26

6:21 am - 9:35 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 14mnonstop

4:45 pm - 5:47 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

2h 02mnonstop

$168Frontier

Tue, Oct 20 - Sat, Nov 14

6:21 am - 6:24 pmMDW Chicago Midway-TPA Tampa

11h 03m1 stop Atlanta Hartsfield-Jackson

11:11 pm - 11:47 pmTPA Tampa-MDW Chicago Midway

25h 36m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

$293Multiple Airlines

Tue, Oct 20 - Mon, Nov 9

1:26 pm - 10:42 amMDW Chicago Midway-BOS Boston Logan Intl

20h 16m1 stop Knoxville McGhee Tyson

11:12 am - 5:27 pmBOS Boston Logan Intl-MDW Chicago Midway

7h 15m1 stop Atlanta Hartsfield-Jackson

$320Multiple Airlines

Mon, Oct 19 - Tue, Oct 27

2:40 pm - 5:50 pmMDW Chicago Midway-LGA New York LaGuardia

2h 10mnonstop

8:30 am - 10:05 amLGA New York LaGuardia-MDW Chicago Midway

2h 35mnonstop

$321Southwest

Tue, Oct 20 - Thu, Nov 12

7:35 pm - 10:45 pmMDW Chicago Midway-LGA New York LaGuardia

2h 10mnonstop

8:30 am - 10:05 amLGA New York LaGuardia-MDW Chicago Midway

2h 35mnonstop

$331Southwest

Fri, Oct 16 - Tue, Nov 17

1:26 pm - 10:42 amMDW Chicago Midway-BOS Boston Logan Intl

20h 16m1 stop Knoxville McGhee Tyson

12:57 pm - 11:43 pmBOS Boston Logan Intl-MDW Chicago Midway

11h 46m1 stop Atlanta Hartsfield-Jackson

$348Multiple Airlines

Mon, Oct 19 - Mon, Oct 26

9:29 am - 4:52 pmMDW Chicago Midway-TPA Tampa

6h 23m1 stop Detroit Metropolitan Wayne County

6:20 am - 10:37 amTPA Tampa-MDW Chicago Midway

5h 17m1 stop Atlanta Hartsfield-Jackson

$372Delta

Sat, Oct 17 - Sat, Nov 7

1:27 pm - 10:02 pmMDW Chicago Midway-TPA Tampa

7h 35m1 stop Detroit Metropolitan Wayne County

6:00 am - 12:47 pmTPA Tampa-MDW Chicago Midway

7h 47m1 stop Detroit Metropolitan Wayne County

$413Delta

Sat, Oct 17 - Tue, Oct 20

Cheapest international flights from Chicago Midway Airport

Enter your travel dates to find the best prices.

7:10 pm - 10:20 amORD Chicago O'Hare Intl-CPH Kastrup Copenhagen

8h 10mnonstop

2:30 pm - 4:45 pmCPH Kastrup Copenhagen-ORD Chicago O'Hare Intl

9h 15mnonstop

$518Scandinavian Airlines

Fri, Feb 26 - Fri, Mar 5

8:10 pm - 10:20 amORD Chicago O'Hare Intl-CPH Kastrup Copenhagen

8h 10mnonstop

2:30 pm - 4:45 pmCPH Kastrup Copenhagen-ORD Chicago O'Hare Intl

9h 15mnonstop

$524Scandinavian Airlines

Sun, Oct 25 - Tue, Nov 10

7:00 pm - 11:45 pmORD Chicago O'Hare Intl-CPH Kastrup Copenhagen

21h 45m1 stop Lisbon Humberto Delgado

6:00 am - 3:30 pmCPH Kastrup Copenhagen-ORD Chicago O'Hare Intl

16h 30m1 stop Lisbon Humberto Delgado

$534TAP AIR PORTUGAL

Wed, Jan 6 - Fri, Jan 15

5:40 pm - 8:50 amORD Chicago O'Hare Intl-MAD Madrid Barajas

8h 10mnonstop

12:00 pm - 2:55 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

9h 55mnonstop

$628Iberia

Sat, Jan 16 - Thu, Jan 21

5:40 pm - 8:50 amORD Chicago O'Hare Intl-MAD Madrid Barajas

8h 10mnonstop

12:00 pm - 2:55 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

9h 55mnonstop

$629Iberia

Thu, Jan 14 - Sat, Jan 16

8:10 pm - 11:30 pmORD Chicago O'Hare Intl-MAD Madrid Barajas

20h 20m1 stop Lisbon Humberto Delgado

9:10 pm - 3:30 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

25h 20m1 stop Lisbon Humberto Delgado

$630TAP AIR PORTUGAL

Fri, Jan 29 - Sat, Feb 6

8:05 pm - 8:55 pmORD Chicago O'Hare Intl-BVA Paris Beauvais-Tille

17h 50m1 stop Dublin

6:20 am - 6:20 pmBVA Paris Beauvais-Tille-ORD Chicago O'Hare Intl

19h 00m1 stop Dublin

$668Multiple Airlines

Mon, Nov 2 - Tue, Nov 17

8:05 pm - 8:55 pmORD Chicago O'Hare Intl-BVA Paris Beauvais-Tille

17h 50m1 stop Dublin

6:20 am - 2:10 pmBVA Paris Beauvais-Tille-ORD Chicago O'Hare Intl

14h 50m1 stop Dublin

$669Multiple Airlines

Mon, Nov 2 - Tue, Nov 17

8:05 pm - 8:55 pmORD Chicago O'Hare Intl-BVA Paris Beauvais-Tille

17h 50m1 stop Dublin

7:20 pm - 2:10 pmBVA Paris Beauvais-Tille-ORD Chicago O'Hare Intl

25h 50m1 stop Dublin

$696Multiple Airlines

Mon, Nov 2 - Mon, Nov 16

3:55 pm - 6:35 pmORD Chicago O'Hare Intl-CIA Rome Ciampino

19h 40m2 stops Dublin London Stansted

7:10 pm - 5:20 pmCIA Rome Ciampino-ORD Chicago O'Hare Intl

29h 10m3 stops London Stansted Gdansk Rebiechowo Reykjavik Keflavik Intl

$740Multiple Airlines

Tue, Dec 1 - Wed, Dec 9

Cheapest domestic flights from Chicago Midway Airport

Enter your travel dates to find the best prices.

6:16 am - 9:31 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 15mnonstop

10:48 pm - 11:47 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

1h 59mnonstop

$144Frontier

Sun, Nov 1 - Tue, Nov 10

6:42 pm - 9:53 pmMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 11mnonstop

10:48 pm - 11:47 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

1h 59mnonstop

$145Frontier

Wed, Oct 28 - Sun, Nov 1

6:16 am - 9:31 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 15mnonstop

4:45 pm - 5:47 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

2h 02mnonstop

$146Frontier

Sun, Nov 1 - Thu, Nov 12

6:16 am - 9:31 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 15mnonstop

10:48 pm - 11:47 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

1h 59mnonstop

$147Frontier

Fri, Oct 30 - Sun, Nov 1

9:09 am - 12:20 pmMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 11mnonstop

7:11 am - 8:12 amATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

2h 01mnonstop

$148Frontier

Tue, Nov 24 - Fri, Nov 27

9:23 pm - 12:25 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 02mnonstop

10:44 pm - 11:46 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

2h 02mnonstop

$149Frontier

Wed, Dec 23 - Mon, Jan 11

1:06 pm - 4:14 pmMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 08mnonstop

6:32 am - 7:33 amATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

2h 01mnonstop

$150Frontier

Fri, Nov 20 - Sat, Nov 21

6:21 am - 9:35 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 14mnonstop

10:48 pm - 11:47 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

1h 59mnonstop

$151Frontier

Sat, Oct 24 - Tue, Oct 27

7:25 am - 10:29 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 04mnonstop

4:45 pm - 5:47 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

2h 02mnonstop

$152Frontier

Sat, Oct 31 - Sat, Oct 31

6:21 am - 9:35 amMDW Chicago Midway-ATL Atlanta Hartsfield-Jackson

2h 14mnonstop

10:48 pm - 11:47 pmATL Atlanta Hartsfield-Jackson-MDW Chicago Midway

1h 59mnonstop

$153Frontier

Sat, Oct 24 - Wed, Oct 28

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.

Prices

Other information

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, Los Angeles, Charlotte, Salt Lake City, and El Paso.

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, Morelia, and Durango.

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, Houston, Miami and Toronto.

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 $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 $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 $110 to travel from Chicago Midway Airport to Valparaiso, Florida.

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 23, 15 and 15 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 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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Popular domestic flights from Chicago Midway Airport

Chicago to New York Flightsfrom $232

Chicago to Orlando Flightsfrom $153

Chicago to Miami Flightsfrom $225

Chicago to Las Vegas Harry Reid Intl Flightsfrom $255

Chicago to Atlanta Hartsfield-Jackson Flightsfrom $126

Chicago to Fort Lauderdale Flightsfrom $176

Chicago to Tampa Flightsfrom $171

Chicago to Denver Intl Flightsfrom $243

Chicago to Boston Logan Intl Flightsfrom $201

Chicago to Dallas Flightsfrom $111

Chicago to San Francisco Flightsfrom $280

Chicago to New Orleans Louis Armstrong Flightsfrom $219

Chicago to Phoenix Flightsfrom $220

Chicago to Los Angeles Flightsfrom $197

Chicago to Washington, D.C. Flightsfrom $187

Chicago to Philadelphia Flightsfrom $179

Chicago to Austin Bergstrom Flightsfrom $184

Chicago to Houston Flightsfrom $209

Chicago to Raleigh-Durham Flightsfrom $165

Chicago to Fort Myers SW Florida Intl Flightsfrom $313