£104+ 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 28/4. 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
15 Apr — 22 Apr1
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 16 March 2026.

Cheapest airline

Spirit Airlines

Good one-way deal

£68 or less
On average, Spirit Airlines currently has the cheapest one-way flight from Chicago Midway (avg. price of £150).
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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 16 March 2026.

Tue 31/311:19
MDW
-
LGW
1 stop16h 41m
Multiple Airlines
Fri 1/514:00
LGW
-
MDW
2 stops34h 37m
Multiple Airlines
Deal found 14/3£491
Tue 31/311:19
MDW
-
LGW
1 stop16h 41m
Multiple Airlines
Wed 29/414:00
LGW
-
MDW
1 stop23h 21m
Multiple Airlines
Deal found 14/3£494
Sun 26/414:00
MDW
-
LGW
1 stop14h 00m
Multiple Airlines
Sun 3/514:00
LGW
-
MDW
1 stop23h 46m
Multiple Airlines
Deal found 12/3£519
Tue 21/407:30
MDW
-
LGW
1 stop16h 50m
Multiple Airlines
Mon 27/414:00
LGW
-
MDW
2 stops35h 31m
Multiple Airlines
Deal found 12/3£524
Tue 21/407:30
MDW
-
LGW
1 stop16h 50m
Multiple Airlines
Wed 29/414:00
LGW
-
MDW
1 stop23h 21m
Multiple Airlines
Deal found 12/3£527
Sun 26/414:00
MDW
-
LGW
1 stop14h 00m
Multiple Airlines
Wed 29/414:00
LGW
-
MDW
1 stop23h 21m
Multiple Airlines
Deal found 14/3£534
Mon 27/413:24
MDW
-
INV
2 stops17h 21m
KLM
Mon 4/506:25
INV
-
MDW
2 stops17h 33m
KLM
Deal found 13/3£540
Sat 25/409:14
MDW
-
LGW
1 stop18h 46m
Multiple Airlines
Sat 2/514:00
LGW
-
MDW
1 stop23h 41m
Multiple Airlines
Deal found 11/3£542
Mon 20/407:30
MDW
-
LGW
2 stops20h 15m
Multiple Airlines
Wed 22/414:00
LGW
-
MDW
1 stop23h 26m
Multiple Airlines
Deal found 15/3£553
Fri 17/407:30
MDW
-
LGW
1 stop16h 50m
Multiple Airlines
Tue 21/413:05
LGW
-
MDW
1 stop29h 55m
Multiple Airlines
Deal found 11/3£555
Fri 24/407:30
MDW
-
LGW
1 stop16h 50m
Multiple Airlines
Fri 1/514:00
LGW
-
MDW
1 stop32h 13m
Multiple Airlines
Deal found 11/3£556
Mon 30/321:51
MDW
-
LGW
1 stop30h 09m
Multiple Airlines
Fri 10/414:00
LGW
-
MDW
2 stops40h 37m
Multiple Airlines
Deal found 12/3£556

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 16 March 2026. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sun 26/4

14:00-10:00

1 stop14h 00m

London Gatwick

Sun 3/5

14:00-07:46

1 stop23h 46m

£529

ChicagoInverness

MDW - INV

MDWINV

Chicago Midway

Mon 27/4

13:24-12:45

2 stops17h 21m

Inverness

Mon 4/5

06:25-17:58

2 stops17h 33m

£540

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sat 25/4

09:14-10:00

1 stop18h 46m

London Gatwick

Sat 2/5

14:00-07:41

1 stop23h 41m

£542

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Mon 20/4

09:14-10:00

1 stop18h 46m

London Gatwick

Wed 22/4

14:00-07:26

1 stop23h 26m

£561

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 21/4

10:41-08:20

2 stops15h 39m

Manchester

Tue 28/4

13:00-22:28

1 stop15h 28m

£580

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Mon 30/3

21:51-10:00

1 stop30h 09m

London Gatwick

Mon 6/4

14:00-22:19

2 stops38h 19m

£580

ChicagoGlasgow

MDW - GLA

MDWGLA

Chicago Midway

Wed 1/4

09:35-08:25

2 stops16h 50m

Glasgow Intl

Fri 10/4

06:00-17:54

2 stops17h 54m

£602

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Wed 9/9

10:35-13:15

1 stop20h 40m

London Heathrow

Wed 16/9

10:45-18:31

1 stop13h 46m

£605

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Thu 26/3

09:30-07:05

1 stop16h 35m

London Heathrow

Fri 3/4

06:30-17:54

2 stops17h 24m

£623

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Fri 24/4

09:29-09:25

2 stops17h 56m

London Gatwick

Tue 28/4

10:35-22:28

2 stops17h 53m

£630

Flights are sorted by cheapest return flights first.

Deals found on 15/3

Showing 1-10 of 60 resultsSorted by cheapest first
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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 Detroit (202 flights per day), Atlanta (162 flights per day) and Orlando (96 flights per day).

Nashville Intl
Nashville Intl
From £68
Los Angeles Los Angeles
Los Angeles Los Angeles
From £158
Washington, D.C.
Washington, D.C.
From £93

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 £68. Explore other affordable destinations below.

Nashville Intl
Nashville Intl
From £68
Washington, D.C.
Washington, D.C.
From £93
Los Angeles Los Angeles
Los Angeles Los Angeles
From £158

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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 16 March 2026.
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 16 March 2026.

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

    This month, the top selected destinations from Chicago Midway Airport are Orlando Airport, Phoenix Sky Harbor Intl Airport, Las Vegas. Throughout the year, Atlanta, Las Vegas, Orlando Airport 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 £68 to Nashville (prices may vary depending on the airline and departure time). On average, users have booked flights for £109 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 Edinburgh from £526 round trip
    Travel from Chicago to London from £574 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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