CHI - MDW

Find cheap flights from Chicago to Chicago Midway Airport

1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
Multiple Airlines
Thu 12/18
CHI - MDW • multi-stop
Cheapest one-way
Multiple Airlines
Thu 12/18
CHI - MDW • multi-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Midway (CHI-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Midway

Multiple Airlines Logo
CHI
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MDW
9 mimulti-stop
Multiple Airlines Logo
MDW
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CHI
9 mimulti-stop
Multiple Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Midway flights

Get data-powered insights and trends into flights from Chicago to Midway to help you find the cheapest flights, the best time to fly and much more.

How often are flights from Chicago to Chicago delayed?

Weekly flights between Chicago and Chicago historically see delays in approximately 26% of cases, with the average delay over the past year being 89 minutes.

What is the most punctual flight time for Chicago to Chicago flights?

Typically, flights leaving in the evening tend to face fewer delays, whereas flights in the morning have historically encountered delays more often.

What day of the week experiences the fewest flight delays on this route?

Statistically, Thursday is the day of the week with the fewest delays on this flight route, while Monday has typically experienced more delays than other days.

Which airline has the best punctuality record on Chicago to Chicago flights?

Based on our data, United Airlines have experienced the fewest delays on this route in the past 12 months, with only about 19% of their flights encountering any delays.

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When to book flights from Chicago to Midway

Are your dates flexible? Find out the best times to travel from Chicago to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Chicago Midway Airport flights

  • Do I need a passport to fly between Chicago and Chicago Midway Airport?

    A passport is not required to fly from Chicago to Chicago Midway Airport.

  • Which aircraft models fly most regularly from Chicago to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Chicago to Midway

Information on your arrival and departure airports

Midway (MDW)