£58+ 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 8/10. 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
3 Sep — 10 Sep1
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 29 August 2025.

Cheapest airline

Frontier

Good round-trip deal

£86 or less

Good one-way deal

£67 or less
On average, Frontier currently has the cheapest one-way flight from Chicago Midway (avg. price of £120).
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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

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 29 August 2025.

Mon 20/1017:28MDW - LGW
1 stop34h 32mMultiple Airlines
Fri 31/1014:00LGW - MDW
1 stop25h 26mMultiple Airlines
Deal found 28/8£405
Wed 22/1008:05MDW - LGW
2 stops19h 55mMultiple Airlines
Thu 30/1014:00LGW - MDW
1 stop23h 32mMultiple Airlines
Deal found 27/8£424
Mon 22/908:19MDW - LGW
1 stop19h 41mMultiple Airlines
Fri 26/914:00LGW - MDW
1 stop25h 51mMultiple Airlines
Deal found 27/8£436
Tue 9/914:32MDW - LGW
2 stops33h 48mMultiple Airlines
Fri 12/914:00LGW - MDW
1 stop25h 51mMultiple Airlines
Deal found 26/8£440
Mon 8/908:19MDW - LGW
1 stop19h 41mMultiple Airlines
Fri 12/914:00LGW - MDW
1 stop25h 51mMultiple Airlines
Deal found 28/8£443
Tue 7/1017:56MDW - LGW
1 stop30h 24mMultiple Airlines
Tue 21/1013:05LGW - MDW
1 stop16h 20mMultiple Airlines
Deal found 27/8£447
Fri 3/1009:48MDW - LGW
1 stop18h 12mMultiple Airlines
Wed 8/1014:00LGW - MDW
1 stop25h 47mMultiple Airlines
Deal found 27/8£450
Fri 12/909:48MDW - LGW
1 stop18h 12mMultiple Airlines
Sun 14/914:00LGW - MDW
1 stop23h 23mMultiple Airlines
Deal found 27/8£451
Sat 13/910:51MDW - LGW
1 stop17h 09mMultiple Airlines
Sat 20/914:00LGW - MDW
1 stop25h 18mMultiple Airlines
Deal found 27/8£452
Sun 2/1117:56MDW - LGW
2 stops20h 39mMultiple Airlines
Fri 14/1114:00LGW - MDW
1 stop26h 26mMultiple Airlines
Deal found 27/8£454
Fri 19/909:48MDW - LGW
1 stop18h 12mMultiple Airlines
Fri 26/914:00LGW - MDW
1 stop25h 51mMultiple Airlines
Deal found 27/8£455
Sun 19/1006:00MDW - MAN
1 stop20h 35mDelta
Tue 4/1113:30MAN - MDW
1 stop14h 44mDelta
Deal found 28/8£463

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 August 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

Mon 20/10

17:28-10:00

1 stop34h 32m

London Gatwick

Fri 31/10

14:00-10:26

1 stop25h 26m

£405

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Wed 22/10

08:05-10:00

2 stops19h 55m

London Gatwick

Thu 30/10

14:00-08:32

1 stop23h 32m

£424

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Mon 22/9

08:19-10:00

1 stop19h 41m

London Gatwick

Fri 26/9

14:00-09:51

1 stop25h 51m

£436

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Tue 9/9

14:32-06:20

2 stops33h 48m

London Gatwick

Fri 12/9

14:00-09:51

1 stop25h 51m

£440

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 20/11

17:56-06:00

1 stop30h 04m

London Gatwick

Sun 7/12

13:00-23:25

1 stop16h 25m

£443

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Mon 8/9

08:19-10:00

1 stop19h 41m

London Gatwick

Fri 12/9

14:00-09:51

1 stop25h 51m

£443

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Tue 7/10

17:56-06:20

1 stop30h 24m

London Gatwick

Tue 21/10

13:05-23:25

1 stop16h 20m

£447

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Fri 3/10

09:48-10:00

1 stop18h 12m

London Gatwick

Wed 8/10

14:00-09:47

1 stop25h 47m

£450

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 19/10

06:00-08:35

1 stop20h 35m

Manchester

Tue 4/11

13:30-22:14

1 stop14h 44m

£463

ChicagoInverness

MDW - INV

MDWINV

Chicago Midway

Mon 29/9

09:20-12:50

2 stops21h 30m

Inverness

Mon 13/10

06:25-18:25

2 stops18h 00m

£471

Flights are sorted by cheapest return flights first.

Deals found on 28/8

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 Detroit (196 flights per day), Atlanta (140 flights per day) and Orlando (88 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From £85
Washington, D.C.
Washington, D.C.
From £116
Las Vegas Harry Reid Intl
Las Vegas Harry Reid Intl
From £79
Ontario
Ontario
From £590

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

The cheapest city to fly to from Chicago Midway Airport is Las Vegas Harry Reid Intl, with prices starting at £59. Explore other affordable destinations below.

Las Vegas Harry Reid Intl
Las Vegas Harry Reid Intl
From £79
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From £85
Nashville Intl
Nashville Intl
From £90
Fort Lauderdale
Fort Lauderdale
From £113

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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 August 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 29 August 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, Las Vegas, Orlando 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 £59 to Las Vegas (prices may vary depending on the airline and departure time). On average, users have booked flights for £176 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 £405 round trip
    Travel from Chicago to Edinburgh from £479 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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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?

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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