£80+ 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 5/6. 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
28 Apr — 5 May1
1 adult
1 adult, Economy, 0 bags

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 29 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

Mon 20/4

09:14-10:00

1 stop18h 46m

London Gatwick

Fri 24/4

14:00-16:13

1 stop32h 13m

£538

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 16/4

07:30-06:20

1 stop16h 50m

London Gatwick

Sun 19/4

14:00-08:04

1 stop24h 04m

£538

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sun 19/4

09:04-10:00

1 stop18h 56m

London Gatwick

Sun 3/5

14:00-07:46

1 stop23h 46m

£596

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Tue 21/4

07:30-06:20

1 stop16h 50m

London Gatwick

Tue 28/4

10:45-10:15

2 stops29h 30m

£597

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

£611

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sun 19/4

09:04-10:00

1 stop18h 56m

London Gatwick

Wed 22/4

14:00-07:26

1 stop23h 26m

£612

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 9/5

13:59-10:00

2 stops14h 01m

Manchester

Sat 16/5

13:15-21:09

1 stop13h 54m

£663

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Mon 20/4

09:29-09:40

2 stops18h 11m

London Gatwick

Thu 30/4

10:25-22:28

2 stops18h 03m

£665

ChicagoGlasgow

MDW - GLA

MDWGLA

Chicago Midway

Tue 5/5

19:16-16:10

2 stops14h 54m

Glasgow Intl

Thu 14/5

09:10-18:33

2 stops15h 23m

£670

ChicagoGlasgow

MDW - GLA

MDWGLA

Chicago Midway

Tue 12/5

18:36-16:10

2 stops15h 34m

Glasgow Intl

Tue 19/5

09:10-17:56

2 stops14h 46m

£670

Flights are sorted by cheapest return flights first.

Deals found on 24/3

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 (234 flights per day), Atlanta (171 flights per day) and Orlando (130 flights per day).

Nashville Intl
Nashville Intl
From £68
Los Angeles Los Angeles
Los Angeles Los Angeles
From £176
New York
New York
From £74
Denver Intl
Denver Intl
From £217

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
New York
New York
From £74
Los Angeles Los Angeles
Los Angeles Los Angeles
From £176
Denver Intl
Denver Intl
From £217

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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 29 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 29 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 £189 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 £492 round trip
    Travel from Chicago to Edinburgh from £652 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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Fly with Cheapflights

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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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