Cheap flights from Madison (MSN) to Midway (MDW)

MSN — MDW
Feb 6 — Feb 131

How far in advance should I book a flight from Madison to Chicago Midway Airport?

Find a great deal and save up to 81% by booking at least 47 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Madison to Chicago Midway Airport within the next two weeks, with the cheapest ticket starting at $300.

What is the cheapest month to fly from Madison to Chicago Midway Airport?

Our data shows that February tends to be the cheapest month to fly to Chicago Midway Airport from Madison. Users have commonly found prices around $269 for the month, but tickets can be as low as $60. Due to multiple factors, prepare for potentially higher prices in January.

When is the cheapest time to fly from Madison to Chicago Midway Airport (MSN - MDW)?

When flying from Madison to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Madison to Midway 2023 flight deals

Cheap flights to Midway from Madison found for this year
Mar 1 - Mar 8
MSN

Madison Truax Field

MDW

Chicago Midway

1 stop

13h 10m
MDW

Chicago Midway

MSN

Madison Truax Field

1 stop

13h 58m
$167

Frontier

Pick Dates

Deal found 1/30

Mar 30 - Apr 3
MSN

Madison Truax Field

MDW

Chicago Midway

1 stop

9h 17m
MDW

Chicago Midway

MSN

Madison Truax Field

1 stop

23h 50m
$392

Frontier

Pick Dates

Deal found 1/29

Mar 28 - Apr 4
MSN

Madison Truax Field

MDW

Chicago Midway

1 stop

11h 59m
MDW

Chicago Midway

MSN

Madison Truax Field

1 stop

12h 11m
$689

Delta

Pick Dates

Deal found 1/29

Cheap Delta flights from Madison to Midway

Mar 28 - Apr 4
MSN

Madison Truax Field

MDW

Chicago Midway

1 stop

11h 59m
MDW

Chicago Midway

MSN

Madison Truax Field

1 stop

12h 11m
$689

Delta

Pick Dates

Deal found 1/29

Mar 29 - Apr 4
MSN

Madison Truax Field

MDW

Chicago Midway

1 stop

8h 34m
MDW

Chicago Midway

MSN

Madison Truax Field

1 stop

18h 46m
$732

Delta

Pick Dates

Deal found 1/29

Mar 28 - Apr 3
MSN

Madison Truax Field

MDW

Chicago Midway

1 stop

11h 59m
MDW

Chicago Midway

MSN

Madison Truax Field

1 stop

15h 01m
$733

Delta

Pick Dates

Deal found 1/29

Cheap Frontier flights from Madison to Midway

Mar 1 - Mar 8
MSN

Madison Truax Field

MDW

Chicago Midway

1 stop

13h 10m
MDW

Chicago Midway

MSN

Madison Truax Field

1 stop

13h 58m
$167

Frontier

Pick Dates

Deal found 1/30

Mar 30 - Apr 3
MSN

Madison Truax Field

MDW

Chicago Midway

1 stop

9h 17m
MDW

Chicago Midway

MSN

Madison Truax Field

1 stop

23h 50m
$392

Frontier

Pick Dates

Deal found 1/29

Reviews of Airlines Servicing Midway

Delta
7.9
Good
2,034 reviews

Boarding

8.0

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

Reviews

1 / 10

I enjoyed priority boarding. I enjoyed premium seating. Yes I paid for it. I will no longer sit in economy for a 14 hour international flight. For any flight over 5 hours economy seating is to uncomfortable

Delta
7.9
Good
2,034 reviews
Delta
7.9
Good
2,034 reviews

Boarding

8.0

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

Reviews

1 / 10

I enjoyed priority boarding. I enjoyed premium seating. Yes I paid for it. I will no longer sit in economy for a 14 hour international flight. For any flight over 5 hours economy seating is to uncomfortable

Frontier
6.1
Okay
537 reviews
Delta
7.9
Good
2,034 reviews

Boarding

8.0

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Entertainment

7.8

Reviews

1 / 10

I enjoyed priority boarding. I enjoyed premium seating. Yes I paid for it. I will no longer sit in economy for a 14 hour international flight. For any flight over 5 hours economy seating is to uncomfortable

Related info for your journey

Useful info, stats and facts about Madison to Midway flights.

What airport do you fly from for flights from Madison to Chicago Midway?

Located just 5.4 mi from the city center, Madison Truax Field is the airport most travelers will use when flying to Chicago Midway from Madison. Booking flights from Truax Field (MSN) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 0 different airlines.

Can I find flights from Madison to Chicago Midway Airport for under $200 on Cheapflights?

Yes, there are multiple flights from Madison to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Frontier for just $167, but on average you can expect to pay $713.

Alternative routes for Madison to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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