$166+ Cheap flights from Chicago Midway Airport

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MDW — AKL
7 Jul — 14 Jul1
1 adult

What to know about flights from Midway

Discover essential information about flights departing from Midway, including flight schedules, destinations, airlines operating at the Midway airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 2 July 2025.

Good one-way deal

$309 or less
Price to beat on a one-way flight from Chicago Midway.

Find flights from Midway

International flights from Midway
Find cheap international flights from Midway based on historic user searches and pricing. Information updated on 2 July 2025.

Tue 26/818:17MDW - DEL
2 stops21h 08mKLM
Tue 23/903:55DEL - MDW
2 stops24h 10mKLM
Deal found 30/6$1,264
Sun 14/912:43MDW - DEL
2 stops24h 52mDelta
Sun 26/1005:05DEL - MDW
2 stops27h 09mDelta
Deal found 1/7$1,266
Tue 21/1009:30MDW - DPS
2 stops25h 05mDelta
Tue 4/1101:20DPS - MDW
2 stops34h 24mDelta
Deal found 30/6$1,568
Thu 14/806:20MDW - DEL
2 stops31h 15mMultiple Airlines
Thu 21/811:15DEL - MDW
2 stops46h 42mMultiple Airlines
Deal found 30/6$1,586
Thu 14/807:40MDW - BNE
2 stops35h 45mMultiple Airlines
Thu 21/811:40BNE - MDW
2 stops25h 11mMultiple Airlines
Deal found 30/6$1,901
Wed 20/809:31MDW - MNL
2 stops23h 34mKorean Air
Tue 26/803:05MNL - MDW
2 stops22h 23mKorean Air
Deal found 1/7$2,235
Wed 10/909:30MDW - MNL
2 stops23h 35mMultiple Airlines
Tue 23/903:05MNL - MDW
2 stops22h 23mMultiple Airlines
Deal found 30/6$2,252
Wed 15/1009:30MDW - DPS
2 stops25h 05mMultiple Airlines
Wed 5/1123:45DPS - MDW
2 stops26h 47mMultiple Airlines
Deal found 30/6$2,388
Wed 10/913:43MDW - SYD
2 stops25h 52mDelta
Tue 23/909:25SYD - MDW
2 stops23h 10mDelta
Deal found 30/6$2,404
Tue 9/909:30MDW - DPS
2 stops25h 05mKorean Air
Thu 11/923:45DPS - MDW
2 stops25h 43mKorean Air
Deal found 1/7$2,714
Tue 21/1017:25MDW - MNL
3 stops36h 20mKLM
Tue 18/1121:50MNL - MDW
2 stops32h 33mKLM
Deal found 1/7$2,837
Tue 21/1006:00MDW - BNE
2 stops33h 45mKorean Air
Tue 28/1008:40BNE - MDW
2 stops52h 04mKorean Air
Deal found 30/6$3,572

Best time to book a flight from Midway

Have a flexible travel schedule? Discover the best time to fly from Midway with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway

Get recent, data-driven insights about flights from Midway including ideal travel times, pricing trends, and more.

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Alternate flight departure points to Midway

Consider leaving from one of these other departure points that are located a short distance from Midway. Flight origins were last updated on 2 July 2025.

Related info for your journey

Access useful and relevant information related to your journey from Midway. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 2 July 2025.
  • What are the most popular destinations to fly to from Chicago Midway Airport?

    The most popular destinations from Chicago Midway Airport this month are Punta Cana, Las Vegas, Atlanta. The top year-round destinations include Atlanta, Las Vegas, Cancún.

  • What is the cheapest flight from Chicago Midway Airport to anywhere?

    Users have flown out of Chicago Midway Airport for as low as $308 to Philadelphia (prices may vary depending on the airline and departure time). On average, users have booked flights for $328 to fly from Chicago Midway Airport.

  • How does Cheapflights help users find flights from Midway?

    Deals for flights from Midway are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

  • Why should you use Cheapflights to find cheap flight tickets from Midway?

    Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Midway for you. Better yet — we are completely free to use.

  • Can Cheapflights find flights from Midway with no change fees?

    Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway, users can toggle the no change fees filter when performing a flight search.

  • Can Cheapflights notify me if prices for flights from Midway become cheaper?

    Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Midway?

Deals for flights from Midway are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Midway?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Midway for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Midway with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Midway become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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