Latest deals
Insights
When to book
FAQs
Price Alerts
Flights to Chicago Midway

€296 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 26/5. 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
Voted the Winner of Europe's Best Travel App 2023

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Ireland to Chicago Midway Airport

Cheap return flights

Enter your travel dates to find the best prices.
Delta Logo
05:55 - 17:56
DUB
-
MDW
18h 01m
2 stops
Delta Logo
13:22 - 09:15
MDW
-
DUB
13h 53m
2 stops
€569Delta
Fri, 8 May - Sat, 16 May
Delta Logo
06:15 - 17:56
ORK
-
MDW
17h 41m
2 stops
Delta Logo
09:23 - 10:20
MDW
-
ORK
18h 57m
2 stops
€569Delta
Wed, 20 May - Wed, 27 May
Delta Logo
05:55 - 17:56
DUB
-
MDW
18h 01m
2 stops
Delta Logo
13:22 - 09:15
MDW
-
DUB
13h 53m
1 stop
€570Delta
Fri, 22 May - Fri, 29 May
Delta Logo
05:55 - 17:56
DUB
-
MDW
18h 01m
2 stops
Delta Logo
13:59 - 07:55
MDW
-
DUB
11h 56m
1 stop
€571Delta
Thu, 7 May - Mon, 1 Jun
Delta Logo
05:55 - 17:58
DUB
-
MDW
18h 03m
2 stops
Delta Logo
13:24 - 10:25
MDW
-
DUB
15h 01m
2 stops
€573Delta
Wed, 22 Apr - Thu, 30 Apr
Delta Logo
05:55 - 18:33
DUB
-
MDW
18h 38m
2 stops
Delta Logo
09:22 - 08:45
MDW
-
DUB
17h 23m
2 stops
€574Delta
Thu, 14 May - Sat, 23 May
KLM Logo
10:00 - 17:56
DUB
-
MDW
13h 56m
1 stop
KLM Logo
13:22 - 09:15
MDW
-
DUB
13h 53m
1 stop
€575KLM
Thu, 7 May - Thu, 14 May
KLM Logo
10:00 - 18:33
DUB
-
MDW
14h 33m
1 stop
KLM Logo
12:53 - 08:45
MDW
-
DUB
13h 52m
1 stop
€579KLM
Fri, 22 May - Fri, 29 May
Multiple Airlines Logo
13:05 - 16:12
SNN
-
MDW
33h 07m
2 stops
Multiple Airlines Logo
13:22 - 11:10
MDW
-
SNN
15h 48m
2 stops
€675Multiple Airlines
Thu, 28 May - Mon, 1 Jun
KLM Logo
17:10 - 18:33
ORK
-
MDW
31h 23m
2 stops
KLM Logo
18:58 - 16:35
MDW
-
ORK
15h 37m
2 stops
€765KLM
Sun, 31 May - Fri, 31 Jul

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 13,528 searches and data was last updated on 10 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

DublinChicago

DUB - MDW

DUBMDW

Dublin

Fri 8/5

05:55-17:56

2 stops18h 01m

Chicago Midway

Sat 16/5

13:22-09:15

2 stops13h 53m

€569

CorkChicago

ORK - MDW

ORKMDW

Cork

Wed 20/5

06:15-17:56

2 stops17h 41m

Chicago Midway

Wed 27/5

09:23-10:20

2 stops18h 57m

€569

DublinChicago

DUB - MDW

DUBMDW

Dublin

Fri 22/5

05:55-17:56

2 stops18h 01m

Chicago Midway

Fri 29/5

13:22-09:15

1 stop13h 53m

€570

DublinChicago

DUB - MDW

DUBMDW

Dublin

Thu 7/5

05:55-17:56

2 stops18h 01m

Chicago Midway

Mon 1/6

13:59-07:55

1 stop11h 56m

€571

DublinChicago

DUB - MDW

DUBMDW

Dublin

Wed 22/4

05:55-17:58

2 stops18h 03m

Chicago Midway

Thu 30/4

13:24-10:25

2 stops15h 01m

€573

DublinChicago

DUB - MDW

DUBMDW

Dublin

Thu 14/5

05:55-18:33

2 stops18h 38m

Chicago Midway

Sat 23/5

09:22-08:45

2 stops17h 23m

€574
Fastest return journey

DublinChicago

DUB - MDW

DUBMDW

Dublin

Thu 7/5

10:00-17:56

1 stop13h 56m

Chicago Midway

Thu 14/5

13:22-09:15

1 stop13h 53m

€575

DublinChicago

DUB - MDW

DUBMDW

Dublin

Fri 22/5

10:00-18:33

1 stop14h 33m

Chicago Midway

Fri 29/5

12:53-08:45

1 stop13h 52m

€579

ShannonChicago

SNN - MDW

SNNMDW

Shannon

Thu 28/5

13:05-16:12

2 stops33h 07m

Chicago Midway

Mon 1/6

13:22-11:10

2 stops15h 48m

€675

CorkChicago

ORK - MDW

ORKMDW

Cork

Sun 31/5

17:10-18:33

2 stops31h 23m

Chicago Midway

Fri 31/7

18:58-16:35

2 stops15h 37m

€765

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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.

How long does it take to fly to Chicago Midway Airport?

On average, it takes 8h to fly from Ireland to Chicago Midway Airport if you fly out of Dublin (the most popular airport in Ireland) and into Chicago O'Hare Intl (the most popular airport in Chicago Midway Airport). If you’re flying out of Cork and into Chicago O'Hare Intl, then the flight time is around 29h 45m.

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

€296

Best Round-Trip Price

€569

Fastest flight time

29h 35m
The best one-way flight price to Chicago from Ireland in the last 72 hours is €296 (Dublin to Chicago Midway).
Search Deals
The best round-trip flight price to Chicago from Ireland in the last 72 hours is €569 (Dublin to Chicago Midway).
Search Deals
The fastest flight to Chicago from Ireland takes 29h 35m (Dublin to Chicago Midway).
Search Deals

Frequently asked questions about flying to Chicago Midway Airport

Is there an alternative airport near Chicago Midway Airport?

Chicago O'Hare Intl Airport or Chicago Greater Rockford Airport can be an alternative airport used for travel to Chicago.

Is there a cheaper alternative to flying into Chicago?

With an average price of €696 per person, Chicago O'Hare Intl Airport is the cheapest airport to fly into when planning your trip to Chicago. This price can fluctuate based on where you are flying from. momondo’s Airport-to-Airport Pricing Tool can help users find the best prices.

What is the absolute cheapest flight to Chicago?

€535 is the cheapest deal found on momondo in the last two weeks for a flight to Chicago. This flight is from Dublin and is 23% 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 refresh daily.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel to Chicago Midway Airport.

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

The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

We help find the flight that best suits your needs; momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight for you.

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

Yes. momondo allows you to filter the results for flights to Chicago to just show those with flexible booking policies.

How can momondo help me find flights to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as filter your options to help you make an informed choice when booking flights to Chicago.

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

If you are not ready to book a flight to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert; this is where momondo will track prices on flights to Chicago and let you know 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 10/5
Sun 17/5
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago Midway Airport MDW

Fly into one of these airports located in Chicago

Flights to Chicago O'Hare Intl Airport