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Cheap flights from Glasgow to Chicago Midway Airport from £307

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/6. Fares are subject to change and may not be available on all flights or dates of travel.
GLA — MDW
8 May — 15 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Glasgow to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Glasgow to Midway
Explore the most affordable flight options available from Glasgow to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 8 April 2026.

Thu 18/621:25
GLA
-
MDW
2 stops42h 15m
Multiple Airlines
Sun 12/710:25
MDW
-
GLA
1 stop17h 15m
Multiple Airlines
Deal found 5/4£596
Wed 6/506:00
GLA
-
MDW
2 stops18h 36m
Delta
Wed 13/509:23
MDW
-
GLA
2 stops17h 02m
Delta
Deal found 6/4£681
Thu 7/509:10
GLA
-
MDW
2 stops15h 23m
Multiple Airlines
Tue 12/519:13
MDW
-
GLA
2 stops14h 57m
Multiple Airlines
Deal found 6/4£692
Thu 18/611:00
GLA
-
MDW
1 stop33h 35m
Multiple Airlines
Fri 3/715:20
MDW
-
GLA
2 stops23h 20m
Multiple Airlines
Deal found 5/4£695
Thu 21/511:00
GLA
-
MDW
2 stops13h 33m
WestJet
Thu 28/519:13
MDW
-
GLA
2 stops32h 27m
WestJet
Deal found 5/4£698
Thu 7/509:10
GLA
-
MDW
2 stops14h 46m
KLM
Tue 12/519:13
MDW
-
GLA
2 stops14h 57m
KLM
Deal found 6/4£711
Wed 30/906:00
GLA
-
MDW
2 stops16h 27m
KLM
Tue 6/1013:00
MDW
-
GLA
2 stops13h 25m
KLM
Deal found 3/4£713
Tue 19/509:10
GLA
-
MDW
2 stops15h 23m
Multiple Airlines
Tue 26/513:22
MDW
-
GLA
2 stops13h 03m
Multiple Airlines
Deal found 4/4£717
Wed 20/506:00
GLA
-
MDW
2 stops17h 56m
Delta
Wed 27/509:23
MDW
-
GLA
2 stops17h 02m
Delta
Deal found 4/4£736
Sun 10/506:00
GLA
-
MDW
2 stops18h 33m
Delta
Thu 28/509:23
MDW
-
GLA
2 stops17h 02m
Delta
Deal found 3/4£739

Find flight deals from Glasgow to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Glasgow (GG1) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 8 April 2026.

Round-trip from

£596

One-way from

£307

Popular in

July

Cheapest in

February

Average price

£599
18/6-12/7
  • 18/6-12/7
  • 3 total stops
  • 59h 30m total
  • Glasgow to Chicago
Search Deals
21/6
  • 21/6
  • 3 total stops
  • 41h 45m total
  • Glasgow to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£63 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (£9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Glasgow to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 8 April 2026.
Use the filters below to find and compare flights from Glasgow to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Wed 6/5

06:00-18:36

2 stops18h 36m

Chicago Midway

Wed 13/5

09:23-08:25

2 stops17h 02m

£681

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Thu 7/5

09:10-17:56

2 stops14h 46m

Chicago Midway

Tue 12/5

19:13-16:10

2 stops14h 57m

£711

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Wed 20/5

06:00-17:56

2 stops17h 56m

Chicago Midway

Wed 27/5

09:23-08:25

2 stops17h 02m

£736

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Sun 10/5

06:00-18:33

2 stops18h 33m

Chicago Midway

Thu 28/5

09:23-08:25

2 stops17h 02m

£739

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Tue 28/4

09:10-18:36

2 stops15h 26m

Chicago Midway

Sun 3/5

18:38-08:25

2 stops31h 47m

£759

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Fri 2/10

06:00-18:31

2 stops18h 31m

Chicago Midway

Mon 19/10

09:30-08:25

2 stops16h 55m

£793

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Wed 2/9

06:00-18:31

2 stops18h 31m

Chicago Midway

Wed 9/9

16:30-16:10

2 stops17h 40m

£832

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Sat 23/5

06:00-17:56

2 stops17h 56m

Chicago Midway

Sat 30/5

18:36-16:15

2 stops15h 39m

£929
Fastest return journey

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Fri 2/10

14:20-22:00

2 stops13h 40m

Chicago Midway

Mon 19/10

16:35-13:25

2 stops14h 50m

£941
Cheapest one-way

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Sun 21/6

21:55-09:40

3 stops41h 45m

£307

Flights are sorted by cheapest return flights first.

Deals found on 5/4

Showing 1-10 of 15 resultsSorted by cheapest first
1
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Best time to book a flight from Glasgow to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Glasgow 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.

Cheapflights Insights

Everything you need to know about your flight from Glasgow to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Glasgow to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Glasgow to Chicago Midway Airport?

    A quick flight from Glasgow to Chicago Midway Airport can take about 14h 46m. Delta provides one of the quickest options available for as low as £711. The distance between Glasgow and Chicago Midway Airport is about 3667 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • Can I find deals for flights from Glasgow to Midway that include hotel bookings?

    Yes. In addition to deals on Glasgow to Midway flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Glasgow to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Glasgow to Midway.

  • Can I find deals for business class flights from Glasgow to Midway?

    Yes. Cheapflights offers flight deals from Glasgow to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Glasgow to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Edinburgh to O'Hare Intl flights
Edinburgh to Midway flights
Glasgow Intl to O'Hare Intl flights
Glasgow Intl to Midway flights
Inverness to O'Hare Intl flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Glasgow to Midway?

When you search for this flight from Glasgow to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Glasgow to Midway?

Cheapflights simply makes it quick and affordable to book flights from Glasgow to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Glasgow to Midway with no change fees?

Yes! Cheapflights helps users easily find flights from Glasgow to Midway with no change fees.

Can Cheapflights notify me if prices for flights from Glasgow to Midway become cheaper?

Yes! Start tracking prices for Glasgow to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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