£75+ 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 15/1. 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
27 Dec — 3 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 27 November 2025.

Cheapest airline

Frontier

Good round-trip deal

£187 or less

Good one-way deal

£37 or less
On average, Frontier currently has the cheapest one-way flight from Chicago Midway (avg. price of £122).
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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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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 27 November 2025.

Thu 15/111:27MDW - LGW
1 stop16h 33mMultiple Airlines
Fri 23/114:00LGW - MDW
2 stops24h 53mMultiple Airlines
Deal found 25/11£437
Sat 7/216:30MDW - MAN
1 stop12h 00mVirgin Atlantic
Thu 19/213:30MAN - MDW
1 stop15h 12mVirgin Atlantic
Deal found 26/11£442
Mon 8/1212:50MDW - LHR
1 stop14h 10mVirgin Atlantic
Thu 15/111:30LHR - MDW
2 stops16h 37mVirgin Atlantic
Deal found 26/11£445
Sun 22/313:09MDW - MAN
2 stops16h 01mDelta
Tue 31/311:00MAN - MDW
1 stop28h 55mDelta
Deal found 26/11£445
Mon 8/1213:50MDW - LHR
1 stop11h 15mAir France
Thu 15/111:05LHR - MDW
1 stop13h 27mAir France
Deal found 26/11£451
Mon 9/314:03MDW - LHR
1 stop12h 02mDelta
Tue 17/306:20LHR - MDW
2 stops16h 35mDelta
Deal found 26/11£451
Wed 25/310:49MDW - MAN
1 stop18h 41mVirgin Atlantic
Tue 31/305:55MAN - MDW
2 stops18h 00mVirgin Atlantic
Deal found 25/11£455
Mon 9/314:03MDW - LHR
2 stops13h 42mVirgin Atlantic
Tue 17/309:00LHR - MDW
2 stops18h 29mVirgin Atlantic
Deal found 26/11£455
Mon 9/314:03MDW - LHR
1 stop12h 02mDelta
Tue 24/311:05LHR - MDW
1 stop12h 35mDelta
Deal found 26/11£457
Wed 8/419:20MDW - LHR
1 stop11h 50mDelta
Tue 14/408:40LHR - MDW
2 stops15h 51mDelta
Deal found 26/11£464
Mon 13/413:05MDW - LHR
2 stops15h 10mVirgin Atlantic
Tue 21/406:15LHR - MDW
2 stops16h 10mVirgin Atlantic
Deal found 26/11£467
Mon 15/1212:50MDW - LHR
1 stop11h 35mVirgin Atlantic
Mon 12/117:05LHR - MDW
2 stops31h 27mVirgin Atlantic
Deal found 26/11£468

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 27 November 2025. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

Heathrow

Route

Depart

Return

Price

ChicagoInverness

MDW - INV

MDWINV

Chicago Midway

Tue 3/2

13:26-12:45

2 stops17h 19m

Inverness

Thu 19/2

13:15-17:45

2 stops34h 30m

£411

ChicagoInverness

MDW - INV

MDWINV

Chicago Midway

Thu 29/1

09:50-12:45

2 stops20h 55m

Inverness

Thu 19/2

13:15-17:45

2 stops34h 30m

£449

ChicagoInverness

MDW - INV

MDWINV

Chicago Midway

Sat 31/1

09:33-12:45

2 stops21h 12m

Inverness

Thu 19/2

13:15-18:37

2 stops35h 22m

£449

ChicagoInverness

MDW - INV

MDWINV

Chicago Midway

Tue 3/2

13:26-12:45

2 stops17h 19m

Inverness

Sun 22/2

13:15-17:37

2 stops34h 22m

£449

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Sun 7/12

09:34-06:50

2 stops15h 16m

London Heathrow

Tue 16/12

09:40-23:47

2 stops20h 07m

£455

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Wed 18/3

12:47-07:50

1 stop14h 03m

London Heathrow

Wed 25/3

11:05-18:40

1 stop12h 35m

£457

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Sat 28/3

16:30-05:30

1 stop32h 00m

London Heathrow

Thu 9/4

11:45-17:55

1 stop12h 10m

£469

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Sun 29/3

10:49-06:30

1 stop13h 41m

London Heathrow

Wed 8/4

12:25-18:40

1 stop12h 15m

£469

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 14/1

06:45-10:30

1 stop21h 45m

Manchester

Wed 6/5

05:55-18:31

2 stops18h 36m

£473

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Sun 11/1

13:49-07:05

1 stop11h 16m

London Heathrow

Tue 20/1

11:30-22:22

2 stops16h 52m

£474

Flights are sorted by cheapest return flights first.

Deals found on 24/11

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 Atlanta (170 flights per day), Orlando (132 flights per day) and Detroit (128 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From £187
Nashville Intl
Nashville Intl
From £69
Las Vegas Harry Reid Intl
Las Vegas Harry Reid Intl
From £297
Los Angeles
Los Angeles
From £158

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

The cheapest city to fly to from Chicago Midway Airport is Pittsburgh, with prices starting at £37. Explore other affordable destinations below.

Pittsburgh
Pittsburgh
From £37
Nashville Intl
Nashville Intl
From £69
Los Angeles
Los Angeles
From £158
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From £187

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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 27 November 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 27 November 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, Denver. 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 £37 to Pittsburgh (prices may vary depending on the airline and departure time). On average, users have booked flights for £160 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 £451 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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