£116+ 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 6/8. 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 — LHR
9 Aug — 16 Aug1
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 10 July 2026. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoInverness

MDW - INV

MDWINV

Chicago Midway

Wed 19/8

13:51-12:45

2 stops16h 54m

Inverness

Wed 26/8

06:20-18:01

2 stops17h 41m

£612

ChicagoInverness

MDW - INV

MDWINV

Chicago Midway

Wed 23/9

10:48-12:45

2 stops19h 57m

Inverness

Wed 7/10

06:20-22:25

2 stops22h 05m

£660

ChicagoGlasgow

MDW - GLA

MDWGLA

Chicago Midway

Wed 4/11

12:28-08:30

2 stops14h 02m

Glasgow Intl

Thu 12/11

06:00-16:50

2 stops16h 50m

£661

ChicagoGlasgow

MDW - GLA

MDWGLA

Chicago Midway

Mon 5/10

19:01-16:10

2 stops15h 09m

Glasgow Intl

Wed 14/10

06:00-16:39

2 stops16h 39m

£661

ChicagoGlasgow

MDW - GLA

MDWGLA

Chicago Midway

Sun 20/9

19:01-16:10

2 stops15h 09m

Glasgow Intl

Thu 1/10

06:00-18:19

2 stops18h 19m

£661

ChicagoGlasgow

MDW - GLA

MDWGLA

Chicago Midway

Tue 6/10

13:28-08:25

2 stops12h 57m

Glasgow Intl

Wed 21/10

06:00-16:39

2 stops16h 39m

£662
Fastest return journey

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Wed 7/10

13:00-06:25

1 stop11h 25m

London Heathrow

Fri 16/10

15:15-22:25

1 stop13h 10m

£668

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Mon 12/10

17:15-11:20

1 stop12h 05m

London Heathrow

Mon 19/10

06:30-16:39

2 stops16h 09m

£683

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Wed 4/11

10:58-06:25

1 stop13h 27m

London Heathrow

Sat 14/11

08:40-18:37

2 stops15h 57m

£683

ChicagoInverness

MDW - INV

MDWINV

Chicago Midway

Wed 30/9

09:59-12:45

2 stops20h 46m

Inverness

Mon 12/10

06:20-16:39

2 stops16h 19m

£697

Flights are sorted by cheapest return flights first.

Deals found on 9/7

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 (169 flights per day) and Orlando (116 flights per day).

Miami
Miami
From £97
Nashville Intl
Nashville Intl
From £130
Detroit
Detroit
From £939
Washington, D.C.
Washington, D.C.
From £430

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

The cheapest city to fly to from Chicago Midway Airport is Miami, with prices starting at £97. Explore other affordable destinations below.

Miami
Miami
From £97
Nashville Intl
Nashville Intl
From £130
Washington, D.C.
Washington, D.C.
From £430
Detroit
Detroit
From £939

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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 10 July 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 10 July 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 Atlanta, Dallas/Fort Worth Airport, Houston Hobby Airport. Throughout the year, Atlanta, Orlando Airport, Las Vegas 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 £97 to Miami (prices may vary depending on the airline and departure time). On average, users have booked flights for £451 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 £431 round trip
    Travel from Chicago to London from £623 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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