£100+ 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 10/12. 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
21 Dec — 28 Dec1
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 21 November 2025.

Cheapest airline

Frontier

Good round-trip deal

£189 or less

Good one-way deal

£69 or less
On average, Frontier currently has the cheapest one-way flight from Chicago Midway (avg. price of £127).
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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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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 21 November 2025.

Thu 15/111:27MDW - LGW
1 stop16h 33mMultiple Airlines
Fri 6/214:00LGW - MDW
2 stops24h 53mMultiple Airlines
Deal found 19/11£428
Fri 23/113:00MDW - LGW
1 stop15h 00mMultiple Airlines
Tue 27/113:00LGW - MDW
2 stops29h 05mMultiple Airlines
Deal found 19/11£447
Wed 3/1212:50MDW - LHR
1 stop11h 35mDelta
Wed 10/1206:30LHR - MDW
2 stops16h 04mDelta
Deal found 20/11£479
Mon 1/1213:47MDW - LHR
1 stop11h 18mDelta
Tue 9/1206:30LHR - MDW
2 stops17h 30mDelta
Deal found 19/11£480
Mon 12/113:49MDW - LHR
1 stop11h 16mVirgin Atlantic
Thu 22/108:40LHR - MDW
2 stops15h 56mVirgin Atlantic
Deal found 20/11£484
Wed 14/111:21MDW - LHR
1 stop18h 19mVirgin Atlantic
Wed 21/106:30LHR - MDW
2 stops16h 59mVirgin Atlantic
Deal found 19/11£485
Wed 18/209:34MDW - LHR
2 stops15h 31mVirgin Atlantic
Wed 25/206:30LHR - MDW
2 stops17h 15mVirgin Atlantic
Deal found 19/11£488
Tue 24/209:50MDW - LHR
1 stop15h 15mVirgin Atlantic
Wed 18/308:55LHR - MDW
2 stops17h 51mVirgin Atlantic
Deal found 19/11£490
Sun 8/313:00MDW - MAN
2 stops16h 10mDelta
Thu 26/313:30MAN - MDW
1 stop13h 16mDelta
Deal found 20/11£493
Tue 7/413:05MDW - LHR
1 stop11h 25mDelta
Tue 14/408:40LHR - MDW
2 stops15h 25mDelta
Deal found 20/11£496
Wed 11/313:00MDW - MAN
2 stops14h 20mDelta
Tue 24/313:30MAN - MDW
1 stop13h 16mDelta
Deal found 20/11£497
Sun 22/313:05MDW - GLA
2 stops14h 25mDelta
Tue 31/306:00GLA - MDW
2 stops18h 34mDelta
Deal found 20/11£497

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

Fly to

Heathrow

Route

Depart

Return

Price

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Wed 3/12

12:50-06:25

1 stop11h 35m

London Heathrow

Wed 10/12

06:30-18:00

2 stops17h 30m

£479

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 9/3

13:00-10:10

2 stops16h 10m

Manchester

Thu 26/3

13:30-21:46

1 stop13h 16m

£493

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Tue 7/4

17:25-11:10

1 stop11h 45m

London Heathrow

Wed 15/4

08:40-18:31

2 stops15h 51m

£496

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

£503

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Tue 3/2

18:17-11:40

1 stop11h 23m

London Heathrow

Wed 4/3

11:05-18:37

1 stop13h 32m

£505

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Tue 17/3

17:59-08:45

1 stop9h 46m

London Heathrow

Wed 25/3

11:05-18:08

1 stop12h 03m

£505

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Tue 24/3

17:59-08:45

1 stop9h 46m

London Heathrow

Wed 29/4

12:25-18:05

1 stop11h 40m

£517

ChicagoLondon

MDW - LHR

MDWLHR

Chicago Midway

Tue 28/4

09:30-08:55

1 stop17h 25m

London Heathrow

Thu 7/5

12:25-18:05

1 stop11h 40m

£517

ChicagoBelfast

MDW - BHD

MDWBHD

Chicago Midway

Tue 10/3

17:59-16:50

2 stops17h 51m

Belfast City

Thu 19/3

06:30-18:34

2 stops17h 04m

£518

ChicagoBelfast

MDW - BHD

MDWBHD

Chicago Midway

Tue 10/3

17:59-16:50

2 stops17h 51m

Belfast City

Wed 18/3

06:30-18:08

2 stops16h 38m

£518

Flights are sorted by cheapest return flights first.

Deals found on 20/11

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 (152 flights per day), Detroit (128 flights per day) and Minneapolis (87 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From £189
Nashville Intl
Nashville Intl
From £69
Las Vegas Harry Reid Intl
Las Vegas Harry Reid Intl
From £300
Los Angeles
Los Angeles
From £160

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 £69. Explore other affordable destinations below.

Nashville Intl
Nashville Intl
From £69
Los Angeles
Los Angeles
From £160
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From £189
Las Vegas Harry Reid Intl
Las Vegas Harry Reid Intl
From £300

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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 21 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 21 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, Dallas/Fort Worth 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 £69 to Nashville (prices may vary depending on the airline and departure time). On average, users have booked flights for £186 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 £373 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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