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Flights to Chicago Midway

£266 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 17/5. 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
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.
Virgin Atlantic Logo
09:20 - 16:25
LHR
-
MDW
13h 05m
1 stop
Virgin Atlantic Logo
13:05 - 06:25
MDW
-
LHR
11h 20m
1 stop
£612Virgin Atlantic
Wed, 7 Oct - Tue, 13 Oct
Air France Logo
13:25 - 21:46
LHR
-
MDW
14h 21m
1 stop
Air France Logo
13:05 - 06:25
MDW
-
LHR
11h 20m
1 stop
£619Air France
Tue, 22 Sep - Tue, 29 Sep
Delta Logo
06:30 - 16:27
LHR
-
MDW
15h 57m
2 stops
Delta Logo
13:05 - 07:15
MDW
-
LHR
12h 10m
1 stop
£625Delta
Tue, 1 Sep - Mon, 14 Sep
Delta Logo
06:30 - 16:27
LHR
-
MDW
15h 57m
2 stops
Delta Logo
13:05 - 06:25
MDW
-
LHR
11h 20m
1 stop
£625Delta
Wed, 16 Sep - Wed, 7 Oct
Delta Logo
06:30 - 16:27
LHR
-
MDW
15h 57m
2 stops
Delta Logo
16:30 - 13:15
MDW
-
LHR
14h 45m
1 stop
£627Delta
Tue, 1 Sep - Tue, 8 Sep
Multiple Airlines Logo
09:45 - 14:35
LGW
-
MDW
34h 50m
2 stops
Multiple Airlines Logo
10:30 - 10:45
MDW
-
LGW
18h 15m
1 stop
£628Multiple Airlines
Mon, 11 May - Mon, 25 May
Multiple Airlines Logo
09:40 - 09:45
LGW
-
MDW
30h 05m
2 stops
Multiple Airlines Logo
18:36 - 10:45
MDW
-
LGW
34h 09m
2 stops
£632Multiple Airlines
Fri, 29 May - Fri, 5 Jun
KLM Logo
09:20 - 16:25
LHR
-
MDW
13h 05m
1 stop
KLM Logo
13:05 - 06:25
MDW
-
LHR
11h 20m
1 stop
£638KLM
Wed, 7 Oct - Wed, 14 Oct
KLM Logo
09:20 - 18:18
BHX
-
MDW
14h 58m
2 stops
KLM Logo
13:16 - 08:35
MDW
-
BHX
13h 19m
2 stops
£790KLM
Wed, 10 Jun - Tue, 16 Jun
WestJet Logo
11:35 - 09:14
CWL
-
MDW
27h 39m
3 stops
WestJet Logo
09:17 - 10:15
MDW
-
CWL
18h 58m
2 stops
£895WestJet
Tue, 9 Jun - Fri, 12 Jun

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 April 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
Fastest return journey

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 7/10

09:20-16:25

1 stop13h 05m

Chicago Midway

Tue 13/10

13:05-06:25

1 stop11h 20m

£612

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 22/9

13:25-21:46

1 stop14h 21m

Chicago Midway

Tue 29/9

13:05-06:25

1 stop11h 20m

£619

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 1/9

06:30-16:27

2 stops15h 57m

Chicago Midway

Mon 14/9

13:05-07:15

1 stop12h 10m

£625

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 16/9

06:30-16:27

2 stops15h 57m

Chicago Midway

Wed 7/10

13:05-06:25

1 stop11h 20m

£625

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 1/9

06:30-16:27

2 stops15h 57m

Chicago Midway

Tue 8/9

16:30-13:15

1 stop14h 45m

£627

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 11/5

09:45-14:35

2 stops34h 50m

Chicago Midway

Mon 25/5

10:30-10:45

1 stop18h 15m

£628

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 29/5

09:40-09:45

2 stops30h 05m

Chicago Midway

Fri 5/6

18:36-10:45

2 stops34h 09m

£632

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 7/10

09:20-16:25

1 stop13h 05m

Chicago Midway

Wed 14/10

13:05-06:25

1 stop11h 20m

£638

BirminghamChicago

BHX - MDW

BHXMDW

Birmingham

Wed 10/6

09:20-18:18

2 stops14h 58m

Chicago Midway

Tue 16/6

13:16-08:35

2 stops13h 19m

£790

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 9/6

11:35-09:14

3 stops27h 39m

Chicago Midway

Fri 12/6

09:17-10:15

2 stops18h 58m

£895

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 November, then flying in September is also cheap. Prices for this month can be found on momondo for an average of £391.

Cheapest flights to Chicago Midway

Find the cheapest flights to Chicago Midway from your nearest city or airport
Find flights from London Heathrow Airport to Chicago Midway Airport
CHEAPEST MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LONDON HEATHROW AIRPORTFebruary36% cheaperFlying from London Heathrow Airport to Chicago Midway Airport costs on average just £442 in February
MOST EXPENSIVE MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LONDON HEATHROW AIRPORTJuly235% more expensiveIt costs about £2,292 for flights to Chicago Midway Airport from London Heathrow Airport in July
MOST POPULAR MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LONDON HEATHROW AIRPORTMay800% more users visitedMore momondo users searched in flights to Chicago Midway Airport from London Heathrow Airport in May than any other month

Cheap Chicago Midway Airport flight deals and tips

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

Best One-Way Price

£266

Best Round-Trip Price

£612

Fastest flight time

41h 13m
The best one-way flight price to Chicago from United Kingdom in the last 72 hours is £266 (Manchester to Chicago Midway).
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The best round-trip flight price to Chicago from United Kingdom in the last 72 hours is £612 (London Heathrow to Chicago Midway).
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The fastest flight to Chicago from United Kingdom takes 41h 13m (London Gatwick 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 August; 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 £63/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?

£99 is the cheapest deal found on momondo in the last two weeks for a flight to Chicago. This flight is from Newark 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 April 2026, there are 2 operators 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.

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

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Virgin Atlantic