Find Cheap Flights to Chicago (MDW) Starting from $115

Good to Know: Flights to MDW

Useful information for finding cheap flights to Chicago Midway International and booking your next trip

Cheapest Round Trip Flight

$181

DL Delta Airlines • 1 stop • 9h 16m

Aug 04 – Aug 11

The cheapest round trip flight from New York to Chicago (JFK-MDW-JFK) is currently $181

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Cheapest One way Flight

$115

WN Southwest Airlines • 1 stop • 13h 45m

Aug 07

The cheapest one way flight from Orlando to Chicago (MCO-MDW) is currently $115

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Cheapest Direct Flight

$334

WN Southwest Airlines • nonstop • 2h 20m

Sep 12

The cheapest nonstop flight from Rochester to Chicago (ROC-MDW) is currently $334

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Fastest Flight

1h 57m

The fastest nonstop flight from Grand Rapids to Chicago (GRR-MDW) takes 1h 57m

Top Airlines Flying to Chicago Midway International (MDW)

Delta Airline, DL

Delta Airlines

Southwest Airlines-WN

Southwest Airlines

United Airlines, UA

United Airlines

WestJet Airlines

WestJet Airlines

American Airlines, AA

American Airlines

Air France-AF

Air France

Virgin Atlantic (VS)

Virgin Atlantic

Ethiopian Airlines-ET

Ethiopian Airlines

Egyptair - MS

Egyptair

Turkish Airlines - TK

Turkish Airlines

Best Flight Deals to Chicago

Identify the most efficient round-trip flights to Chicago. We present options balancing cost and convenience for your return journey.

Aug 04 - Aug 11, Economy
DL
New York → Chicago
9h 16m
5:40 PM - 10:36 PM • 1 stop
DL
New York → Chicago
3h 44m
6:00 AM - 9:24 AM • nonstop
$181
Delta Airlines
Aug 04 - Aug 11, Economy
DL
New York → Chicago
9h 16m
5:40 PM - 10:36 PM • 1 stop
DL
New York → Chicago
7h 34m
6:05 AM - 11:59 AM • 1 stop
$191
Delta Airlines
Sep 12 - Sep 12, Economy
WN
Rochester → Chicago
2h 20m
7:50 AM - 8:30 AM • nonstop
WN
Rochester → Chicago
2h 20m
3:15 PM - 5:55 PM • nonstop
$334
Southwest Airlines
Aug 18 - Aug 20, Economy
WN
Grand Rapids → Chicago
2h
7:15 AM - 7:35 AM • nonstop
WN
Grand Rapids → Chicago
1h 40m
8:55 PM - 10:55 PM • nonstop
$443
Southwest Airlines
Aug 06 - Aug 08, Economy
DL
Columbia → Chicago
8h 39m
5:40 AM - 9:59 AM • 1 stop
DL
Columbia → Chicago
10h 3m
6:11 AM - 1:14 PM • 1 stop
$500
Delta Airlines
Aug 06 - Aug 08, Economy
DL
Columbia → Chicago
6h 49m
6:50 AM - 9:59 AM • 1 stop
DL
Columbia → Chicago
5h 58m
6:11 AM - 11:09 AM • 1 stop
$605
Delta Airlines

Fly to Chicago Easily with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Flights to Chicago (MDW)

Which airlines fly to Chicago?
Airlines flying the most to Chicago (MDW)
What is the cheapest flight to MDW Airport?
In the past couple of days, the cheapest tickets to MDW were found on WN : USD 217
What are the most popular origin to Chicago (MDW)?
Travelers frequently travel from Columbia, Grand Rapids, New York, Orlando, Rochester to Chicago (MDW)

Essential Information for Booking Flights from Chicago (MDW) - AI Insights

What's the cheapest airline to mdw?
Southwest Airlines offers budget-friendly flights from Chicago Midway International Airport (mdw) to various destinations. As a luxury airline, they provide First class cabins with suites and fine dining options. Booking in advance is recommended, as Southwest Airlines often provides low fares when booked 31 days prior to departure.
What's the popular airline to fly to mdw?
Southwest Airlines offers a luxurious First Class experience on its flights to Chicago Midway International Airport (mdw), featuring suites and fine dining. As you're booking a Round Trip journey, it's recommended to book at least 31 days in advance for the best fares. You can find affordable airfares with Southwest Airlines by visiting their website or using their mobile app.
What's the cheapest day of the week to fly to mdw?
The cheapest day to fly from Chicago Midway International Airport (mdw) is typically Friday. This is based on historical data and flight schedules.
What's the cheapest month to fly to mdw?
The cheapest month to fly from Chicago Midway International Airport (mdw) is July.
Which airline/airlines fly to mdw?
Delta Airlines (DL) offers direct flights from Chicago Midway International Airport (mdw) to its hub in Atlanta. Frontier Airlines (F9), American Airlines (AA), and Porter Airline (PD) also operate flights with one stop. You can book your First class ticket on these airlines for a round trip, which is available for booking 31 days in advance.
What is the cheapest airline to fly from Milwaukee to Chicago?
Southwest Airlines offers the cheapest flights from Milwaukee to Chicago.
Can I find the best fares for my July trip to Chicago?
Yes, you can find the lowest cost flights with our agency for your July trip to Chicago.
How do I know if I have found the cheapest airfare?
You can check the prices on our website and compare them with other airlines to ensure you have found the best fare.
Can I search for airflights and airlines on your website?
Yes, you can easily search for flights and airlines on our website.
What is the process of booking a flight with your airline?
You can book a flight by visiting our website, selecting your travel dates, destination, and preferred airline, and following the online booking process.

Airport Information: Chicago Midway International (MDW)

IATA Code
MDW
Name
Chicago Midway International
City
Chicago
Country
US
Latitude
41.7859992980957
Longitude
-87.75240325927734

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