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Cheap flights from Glasgow to Chicago Midway Airport from £523

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/10. Fares are subject to change and may not be available on all flights or dates of travel.
GLA — MDW
3 Sep — 10 Sep1
1 adult

Cheap 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 29 August 2025.

Round-trip from

£523

Popular in

July

Cheapest in

February

Average price

£631
Delta
  • Delta
  • 14/10-4/11
  • 4 total stops
  • 36h 02m total
  • Glasgow to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£69 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2025
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Find flight deals from Glasgow to Midway

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 29 August 2025.

Tue 14/1006:00GLA - MDW
2 stops18h 25mDelta
Tue 4/1113:08MDW - GLA
2 stops17h 37mDelta
Deal found 27/8£523
Sat 27/908:35GLA - MDW
1 stop30h 04mMultiple Airlines
Sun 5/1010:13MDW - GLA
2 stops28h 12mMultiple Airlines
Deal found 27/8£526
Wed 15/1006:00GLA - MDW
2 stops18h 25mDelta
Wed 5/1117:09MDW - GLA
2 stops17h 26mDelta
Deal found 27/8£530
Thu 2/1006:00GLA - MDW
2 stops17h 35mDelta
Sun 5/1013:08MDW - GLA
2 stops13h 02mDelta
Deal found 28/8£539
Sun 12/1010:30GLA - MDW
2 stops52h 10mDelta
Wed 5/1113:08MDW - GLA
2 stops21h 27mDelta
Deal found 27/8£553
Sun 12/1010:30GLA - MDW
2 stops52h 10mDelta
Sun 2/1118:23MDW - GLA
2 stops32h 07mDelta
Deal found 27/8£579
Thu 16/1008:55GLA - MDW
2 stops15h 30mDelta
Mon 3/1113:08MDW - GLA
2 stops13h 22mDelta
Deal found 27/8£583
Sun 28/1206:05GLA - MDW
2 stops17h 32mDelta
Thu 8/113:00MDW - GLA
2 stops21h 35mDelta
Deal found 28/8£597
Thu 16/1008:55GLA - MDW
2 stops15h 30mDelta
Sun 2/1118:23MDW - GLA
2 stops32h 07mDelta
Deal found 27/8£608
Thu 16/1008:55GLA - MDW
2 stops15h 30mDelta
Fri 7/1118:23MDW - GLA
2 stops33h 42mDelta
Deal found 27/8£613
Sat 11/1013:15GLA - MDW
2 stops35h 10mDelta
Tue 4/1113:08MDW - GLA
2 stops17h 37mDelta
Deal found 27/8£614

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 29 August 2025.
Use the filters below to find and compare flights from Glasgow to Chicago Midway Airport that are best for you.

Fly from

Glasgow

Fly to

Midway

Route

Depart

Return

Price

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Tue 14/10

06:00-18:25

2 stops18h 25m

Chicago Midway

Tue 4/11

13:08-12:45

2 stops17h 37m

£523

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Sat 27/9

08:35-08:39

1 stop30h 04m

Chicago Midway

Sun 5/10

10:13-20:25

2 stops28h 12m

£526

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Wed 15/10

06:00-18:25

2 stops18h 25m

Chicago Midway

Wed 5/11

17:09-16:35

2 stops17h 26m

£530

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Thu 2/10

06:00-17:35

2 stops17h 35m

Chicago Midway

Sun 5/10

13:08-08:10

2 stops13h 02m

£539

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Sun 12/10

10:30-08:40

2 stops52h 10m

Chicago Midway

Mon 3/11

09:20-08:30

2 stops17h 10m

£553

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Tue 14/10

13:30-18:25

2 stops34h 55m

Chicago Midway

Thu 6/11

09:35-12:45

2 stops21h 10m

£553

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Mon 13/10

08:55-18:25

2 stops39h 30m

Chicago Midway

Mon 3/11

09:20-08:30

2 stops17h 10m

£553

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Mon 13/10

13:30-08:40

2 stops49h 10m

Chicago Midway

Thu 6/11

09:35-16:40

2 stops25h 05m

£553

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Mon 13/10

13:30-08:40

2 stops49h 10m

Chicago Midway

Wed 5/11

13:08-16:35

2 stops21h 27m

£553

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Sun 12/10

10:30-08:40

2 stops52h 10m

Chicago Midway

Tue 4/11

13:08-12:45

2 stops17h 37m

£553

Flights are sorted by cheapest return flights first.

Deals found on 27/8

Showing 1-10 of 14 results
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 18h 25m. Delta provides one of the quickest options available for as low as £523. The distance between Glasgow and Chicago Midway Airport is about 3667 mi.

  • 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
Glasgow Intl to O'Hare Intl flights
Edinburgh to Midway 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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