£89+ 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 8/1. 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 — LHR
14 Dec — 21 Dec1
1 adult
1 adult, Economy, 0 bags

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 14 November 2025.

Cheapest airline

Frontier

Good round-trip deal

£188 or less

Good one-way deal

£69 or less
On average, Frontier currently has the cheapest one-way flight from Chicago Midway (avg. price of £126).
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Price to beat on a round-trip flight from Chicago Midway.
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Price to beat on a one-way flight from Chicago Midway.
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Find flights from Midway

Enter your travel dates to find the best prices.

Cheapest flights from Midway
Explore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on 14 November 2025.

Tue 2/1213:50MDW - LHR
1 stop11h 15mVirgin Atlantic
Thu 11/1211:05LHR - MDW
1 stop13h 13mVirgin Atlantic
Deal found 13/11£425
Thu 15/109:43MDW - LGW
1 stop18h 17mMultiple Airlines
Fri 23/114:00LGW - MDW
2 stops24h 33mMultiple Airlines
Deal found 13/11£428
Mon 1/1210:47MDW - LHR
1 stop13h 38mDelta
Wed 10/1206:20LHR - MDW
2 stops17h 40mDelta
Deal found 13/11£448
Mon 1/1213:47MDW - LHR
1 stop11h 18mDelta
Tue 9/1206:20LHR - MDW
2 stops17h 40mDelta
Deal found 12/11£448
Tue 25/1113:47MDW - LHR
1 stop11h 18mDelta
Wed 24/1206:30LHR - MDW
2 stops16h 56mDelta
Deal found 11/11£449
Wed 31/1209:29MDW - LHR
2 stops17h 31mVirgin Atlantic
Thu 15/109:00LHR - MDW
2 stops19h 09mVirgin Atlantic
Deal found 12/11£451
Mon 1/1213:47MDW - LHR
1 stop11h 18mDelta
Fri 12/1211:05LHR - MDW
1 stop13h 13mDelta
Deal found 12/11£454
Tue 6/118:44MDW - LGW
2 stops32h 41mMultiple Airlines
Mon 12/114:00LGW - MDW
1 stop14h 59mMultiple Airlines
Deal found 13/11£454
Sun 8/210:53MDW - LHR
1 stop16h 07mDelta
Thu 5/306:20LHR - MDW
2 stops17h 17mDelta
Deal found 12/11£454
Sun 1/318:40MDW - LHR
1 stop11h 00mDelta
Tue 10/308:40LHR - MDW
2 stops14h 54mDelta
Deal found 12/11£455
Wed 10/1209:59MDW - LHR
2 stops14h 51mVirgin Atlantic
Tue 16/1213:05LHR - MDW
2 stops16h 42mVirgin Atlantic
Deal found 13/11£457
Wed 14/113:28MDW - LHR
2 stops13h 52mVirgin Atlantic
Thu 22/111:30LHR - MDW
2 stops16h 56mVirgin Atlantic
Deal found 11/11£457

Find flights from Midway within your budget

 
Find flights departing from Midway that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 14 November 2025. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

Heathrow

Route

Depart

Return

Price

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 15/1

09:43-10:00

1 stop18h 17m

London Gatwick

Fri 23/1

14:00-08:33

2 stops24h 33m

£428

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Tue 2/12

10:49-11:40

1 stop18h 51m

London Heathrow

Thu 11/12

11:45-23:47

2 stops18h 02m

£449

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Tue 2/12

13:50-07:05

1 stop11h 15m

London Heathrow

Tue 16/12

11:05-18:18

1 stop13h 13m

£454

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Wed 26/11

13:47-07:05

1 stop11h 18m

London Heathrow

Thu 18/12

08:55-16:31

1 stop13h 36m

£454

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Tue 6/1

18:44-09:25

2 stops32h 41m

London Gatwick

Mon 12/1

14:00-22:59

1 stop14h 59m

£454

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Tue 3/3

18:40-11:40

1 stop11h 00m

London Heathrow

Tue 10/3

06:20-18:08

2 stops16h 48m

£454

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Sun 8/2

10:53-11:40

1 stop18h 47m

London Heathrow

Thu 19/2

06:20-18:37

2 stops18h 17m

£454

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Wed 14/1

13:28-09:20

2 stops13h 52m

London Heathrow

Thu 22/1

11:30-22:26

2 stops16h 56m

£457

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Tue 3/2

12:48-06:25

1 stop11h 37m

London Heathrow

Fri 20/2

10:45-17:45

1 stop13h 00m

£458

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Mon 2/3

13:49-07:05

1 stop11h 16m

London Heathrow

Tue 10/3

11:05-18:08

1 stop12h 03m

£460

Flights are sorted by cheapest return flights first.

Deals found on 12/11

Showing 1-10 of 60 results
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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.

What are popular destinations to fly to from Chicago Midway Airport?

If you’re flying from Chicago Midway Airport, these routes are more frequently taken by airlines Atlanta (177 flights per day), Detroit (156 flights per day) and Orlando (138 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From £188
Nashville Intl
Nashville Intl
From £69
Las Vegas Harry Reid Intl
Las Vegas Harry Reid Intl
From £297
Los Angeles
Los Angeles
From £158

What is the cheapest place to fly to from Chicago Midway Airport?

The cheapest city to fly to from Chicago Midway Airport is Nashville Intl, with prices starting at £69. Explore other affordable destinations below.

Nashville Intl
Nashville Intl
From £69
Los Angeles
Los Angeles
From £158
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From £188
Las Vegas Harry Reid Intl
Las Vegas Harry Reid Intl
From £297

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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 14 November 2025.
Flights from St. Louis
Flights from O'Hare Intl
Flights from Evansville
Flights from Belleville
Flights from Bloomington
Flights from Peoria
Flights from Champaign
Flights from Marion
Flights from Moline
Flights from Dubuque
Flights from Springfield
Flights from Paducah
Flights from Quincy

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 14 November 2025.

  • What are the most popular destinations to fly to from Chicago Midway Airport?

    This month, the top selected destinations from Chicago Midway Airport are Atlanta, Orlando Airport, Dallas/Fort Worth Airport. Throughout the year, Atlanta, Las Vegas, Cancún are some of the top choices made by users flying from Chicago Midway Airport.

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

    Users have flown out of Chicago Midway Airport for as low as £69 to Nashville (prices may vary depending on the airline and departure time). On average, users have booked flights for £185 to fly from Chicago Midway Airport.

  • Where are the cheapest places to fly to from Chicago Midway Airport?

    Check out the cheapest flights from Chicago Midway Airport to embark to:
    Travel from Chicago to London from £379 round trip

  • How does Cheapflights help users find flights from Midway?

    Cheapflights makes it easy to find flights from Midway by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

    Millions of users choose and trust Cheapflights to book the best flight deals from Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

    Yes! Cheapflights helps users easily find flights from Midway with no change fees.

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

    Yes, Cheapflights offers price alerts on flights from Midway so you can book your travels when it’s right. The Price Alerts feature is available by clicking the bell icon next to the flight deals above and providing your email address.

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How does Cheapflights help users find flights from Midway?

Cheapflights makes it easy to find flights from Midway by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Millions of users choose and trust Cheapflights to book the best flight deals from Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Midway with no change fees?

Yes! Cheapflights helps users easily find flights from Midway with no change fees.

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

Yes, Cheapflights offers price alerts on flights from Midway so you can book your travels when it’s right. The Price Alerts feature is available by clicking the bell icon next to the flight deals above and providing your email address.

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