£74+ 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 20/1. 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
17 Jan — 24 Jan1
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 18 December 2025.

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 £148).
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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 18 December 2025.

Fri 23/113:00MDW - LGW
1 stop15h 00mMultiple Airlines
Mon 26/114:00LGW - MDW
2 stops28h 05mMultiple Airlines
Deal found 16/12£421
Mon 19/110:07MDW - LGW
1 stop17h 53mMultiple Airlines
Fri 23/114:00LGW - MDW
2 stops24h 43mMultiple Airlines
Deal found 16/12£425
Sat 7/209:33MDW - MAN
2 stops18h 37mVirgin Atlantic
Thu 19/213:30MAN - MDW
1 stop15h 12mVirgin Atlantic
Deal found 17/12£441
Wed 14/117:31MDW - MAN
1 stop10h 59mVirgin Atlantic
Wed 21/113:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Deal found 16/12£455
Thu 29/112:48MDW - MAN
1 stop15h 42mVirgin Atlantic
Thu 12/213:30MAN - MDW
1 stop15h 12mVirgin Atlantic
Deal found 16/12£458
Tue 31/311:19MDW - LGW
1 stop16h 41mMultiple Airlines
Wed 8/414:00LGW - MDW
2 stops29h 59mMultiple Airlines
Deal found 17/12£465
Wed 14/106:45MDW - MAN
1 stop21h 45mVirgin Atlantic
Tue 20/113:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Deal found 15/12£465
Sat 7/213:26MDW - MAN
2 stops12h 54mKLM
Thu 19/213:30MAN - MDW
1 stop15h 12mKLM
Deal found 16/12£467
Sat 31/113:26MDW - MAN
2 stops12h 54mMultiple Airlines
Sat 7/213:30MAN - MDW
1 stop32h 08mMultiple Airlines
Deal found 17/12£467
Wed 14/113:28MDW - MAN
2 stops15h 02mDelta
Sun 18/113:00MAN - MDW
1 stop15h 07mDelta
Deal found 17/12£469
Tue 17/312:47MDW - MAN
1 stop16h 43mVirgin Atlantic
Sun 29/320:45MAN - MDW
2 stops27h 10mVirgin Atlantic
Deal found 16/12£473
Sun 8/211:45MDW - LHR
1 stop13h 20mDelta
Thu 5/308:40LHR - MDW
2 stops14h 57mDelta
Deal found 16/12£476

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 18 December 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 26/1

13:00-10:00

1 stop15h 00m

London Gatwick

Fri 30/1

14:00-08:43

2 stops24h 43m

£412

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Fri 23/1

13:00-10:00

1 stop15h 00m

London Gatwick

Mon 26/1

14:00-12:05

2 stops28h 05m

£421

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Mon 19/1

10:07-10:00

1 stop17h 53m

London Gatwick

Fri 23/1

14:00-08:43

2 stops24h 43m

£425

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 14/1

17:31-10:30

1 stop10h 59m

Manchester

Wed 21/1

13:30-22:22

1 stop14h 52m

£455

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 4/2

10:46-10:30

1 stop17h 44m

Manchester

Tue 10/2

13:30-22:22

1 stop14h 52m

£465

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 14/1

06:45-10:30

1 stop21h 45m

Manchester

Tue 20/1

13:30-22:22

1 stop14h 52m

£465

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Tue 31/3

11:19-10:00

1 stop16h 41m

London Gatwick

Wed 8/4

14:00-13:59

2 stops29h 59m

£465

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 31/1

13:26-08:20

2 stops12h 54m

Manchester

Sat 7/2

13:30-15:38

1 stop32h 08m

£467

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 14/1

13:28-10:30

2 stops15h 02m

Manchester

Sun 18/1

13:00-22:07

1 stop15h 07m

£469

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 10/3

13:09-10:30

2 stops16h 21m

Manchester

Tue 24/3

13:30-22:29

1 stop13h 59m

£469

Flights are sorted by cheapest return flights first.

Deals found on 16/12

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 (164 flights per day), Atlanta (145 flights per day) and Orlando (120 flights per day).

Nashville Intl
Nashville Intl
From £68
Los Angeles
Los Angeles
From £156

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
Los Angeles
Los Angeles
From £156

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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 18 December 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 18 December 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, Miami. 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 £68 to Nashville (prices may vary depending on the airline and departure time). On average, users have booked flights for £112 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 £476 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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