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Flights to Chicago Midway

£268 Cheap flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago Midway Airport departing on 25/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from the United Kingdom to Chicago Midway Airport

Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:35 - 14:35
LGW
-
MDW
33h 00m
2 stops
Multiple Airlines Logo
15:20 - 07:55
MDW
-
LGW
34h 35m
2 stops
£519Multiple Airlines
Mon, 7 Sep - Mon, 14 Sep
Multiple Airlines Logo
11:35 - 14:35
LGW
-
MDW
33h 00m
2 stops
Multiple Airlines Logo
15:20 - 07:55
MDW
-
LGW
34h 35m
2 stops
£523Multiple Airlines
Mon, 7 Sep - Mon, 21 Sep
Multiple Airlines Logo
11:35 - 14:35
LGW
-
MDW
33h 00m
2 stops
Multiple Airlines Logo
15:20 - 07:55
MDW
-
LGW
34h 35m
2 stops
£524Multiple Airlines
Mon, 7 Sep - Mon, 21 Sep
Multiple Airlines Logo
11:35 - 14:35
LGW
-
MDW
33h 00m
2 stops
Multiple Airlines Logo
15:20 - 07:55
MDW
-
LGW
34h 35m
2 stops
£525Multiple Airlines
Mon, 7 Sep - Mon, 14 Sep
Multiple Airlines Logo
11:35 - 14:35
LGW
-
MDW
33h 00m
2 stops
Multiple Airlines Logo
15:20 - 07:55
MDW
-
LGW
34h 35m
2 stops
£526Multiple Airlines
Mon, 7 Sep - Mon, 14 Sep
Multiple Airlines Logo
11:35 - 14:35
LGW
-
MDW
33h 00m
2 stops
Multiple Airlines Logo
15:20 - 07:55
MDW
-
LGW
34h 35m
2 stops
£530Multiple Airlines
Mon, 7 Sep - Mon, 21 Sep
Multiple Airlines Logo
11:35 - 11:00
LGW
-
MDW
29h 25m
2 stops
Multiple Airlines Logo
15:20 - 07:55
MDW
-
LGW
34h 35m
2 stops
£532Multiple Airlines
Mon, 7 Sep - Mon, 21 Sep
Multiple Airlines Logo
11:35 - 14:35
LGW
-
MDW
33h 00m
2 stops
Multiple Airlines Logo
15:20 - 07:55
MDW
-
LGW
34h 35m
2 stops
£533Multiple Airlines
Mon, 7 Sep - Mon, 14 Sep
Virgin Atlantic Logo
08:40 - 18:19
LHR
-
MDW
15h 39m
2 stops
Virgin Atlantic Logo
17:10 - 06:20
MDW
-
LHR
31h 10m
2 stops
£595Virgin Atlantic
Wed, 9 Sep - Mon, 14 Sep
Virgin Atlantic Logo
08:40 - 18:19
LHR
-
MDW
15h 39m
2 stops
Virgin Atlantic Logo
13:19 - 10:20
MDW
-
LHR
15h 01m
2 stops
£595Virgin Atlantic
Wed, 9 Sep - Tue, 15 Sep

momondo Fare Finder

 
Locate flights to Chicago Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 279,928 searches and data was last updated on 29 July 2026.
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 14/9

15:20-07:55

2 stops34h 35m

£519

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 21/9

15:20-07:55

2 stops34h 35m

£523

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 21/9

15:20-07:55

2 stops34h 35m

£524

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 14/9

15:20-07:55

2 stops34h 35m

£525

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 14/9

15:20-07:55

2 stops34h 35m

£526

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 21/9

15:20-07:55

2 stops34h 35m

£530

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-11:00

2 stops29h 25m

Chicago Midway

Mon 21/9

15:20-07:55

2 stops34h 35m

£532

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 14/9

15:20-07:55

2 stops34h 35m

£533

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 9/9

08:40-18:19

2 stops15h 39m

Chicago Midway

Mon 14/9

17:10-06:20

2 stops31h 10m

£595
Fastest return journey

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 9/9

08:40-18:19

2 stops15h 39m

Chicago Midway

Tue 15/9

13:19-10:20

2 stops15h 01m

£595

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago Midway Airport from

Flights to Chicago Midway Airport – Travel Insights & Trends

Get data-powered insights and trends for flights to Chicago Midway Airport to help you craft the best travel plan.

What is the cheapest month to fly to Chicago Midway Airport?

If you aren’t able to travel to Chicago Midway Airport during the month of February, then flying in January is also cheap. Prices for this month can be found on momondo for an average of £454.

Cheapest flights to Chicago Midway

Find the cheapest flights to Chicago Midway from your nearest city or airport

Cheap Chicago Midway Airport flight deals and tips

Summary info about Chicago Midway Airport flight prices, duration and airlines

Best One-Way Price

£268

Best Round-Trip Price

£519

Fastest flight time

22h 15m
The best one-way flight price to Chicago from United Kingdom in the last 5 days is £268 (Manchester to Chicago Midway).
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The best return flight price to Chicago from United Kingdom in the last 5 days is £519 (London Gatwick to Chicago Midway).
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The fastest flight to Chicago from United Kingdom takes 22h 15m (Bristol to Chicago Midway).
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Frequently asked questions about flying to Chicago Midway Airport

What is the cheapest month to fly to Chicago Midway Airport?

From most locations, the cheapest flights to Chicago Midway Airport can be found during the month of January; however great deals can be found at other times.

Is there an alternative airport near Chicago Midway Airport?

Those flying to Chicago Midway Airport could potentially find better pricing at Chicago O'Hare Intl Airport (16 mi from Chicago city centre) or Chicago Greater Rockford Airport (79 mi from Chicago city centre) depending on the month and departure airport.

Is there a cheaper alternative to flying into Chicago?

The cheapest airport near Chicago is typically Chicago Greater Rockford Airport, with an average price of £64/person. These prices vary based on where travellers are coming from. It is suggested that travellers looking to save money try momondo’s Airport-to-Airport Pricing Tool.

What is the absolute cheapest flight to Chicago?

£110 is the cheapest deal found on momondo in the last two weeks for a flight to Chicago. This flight is from New York and is 72% cheaper than most flights to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

When did momondo last update prices for flights to Chicago Midway Airport?

Prices for flights to Chicago Midway Airport are updated daily.

How many operators does momondo search for flights to Chicago Midway Airport?

As of July 2026, there is 1 operator available to choose from for flights to Chicago Midway Airport.

How old do you have to be to fly to Chicago Midway Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Schererville

Why use momondo?

Why should I use momondo to find a flight deal to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago with this policy.

How can momondo help me find flights to Chicago?

Once all potential Chicago flight options are in front of you momondo lets you sort and filter flights based on preferences such as airline, price and flight times, amongst many other options.

I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago and alert you when they change.

An easier way to manage your Chicago Midway trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
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Fly your favourite airline to Chicago Midway Airport

Airlines are sorted and displayed according to clicks in the past 7 days on momondo
Virgin Atlantic