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Cheap flights from Milan to Chicago from £295

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milan to Chicago departing on 6/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Milan to Chicago

Cheap return flights

These are some of the best return flight deals from Milan to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Milan to Chicago.

Cheap last-minute flights

Planning a quick getaway from Milan to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from Milan to Chicago

Find recent return train or bus tickets from Milan to Chicago.

All return flight deals from Milan to Chicago

The cheapest plane tickets from Milan to Chicago found on KAYAK recently.
06:20 - 15:30MXP-ORD
16h 10m1 stop
21:25 - 23:35ORD-MXP
20h 10m1 stop
£364TAP AIR PORTUGAL
Find Deal
Sun, 2 Mar - Sun, 9 Mar
17:20 - 16:10MXP-ORD
29h 50m1 stop
18:00 - 00:35ORD-MXP
23h 35m1 stop
£379TAP AIR PORTUGAL
Find Deal
Thu, 24 Apr - Sun, 4 May
15:10 - 18:20MXP-ORD
34h 10m1 stop
19:25 - 14:10ORD-MXP
11h 45m1 stop
£412Icelandair
Find Deal
Sun, 6 Apr - Sat, 10 May
20:40 - 16:15MXP-ORD
26h 35m2 stops
20:05 - 18:15ORD-MXP
16h 10m2 stops
Sun, 2 Mar - Sun, 9 Mar
15:10 - 18:20MXP-ORD
34h 10m1 stop
19:25 - 14:10ORD-MXP
11h 45m1 stop
£425Icelandair
Find Deal
Sun, 6 Apr - Wed, 7 May
13:55 - 17:50MXP-ORD
34h 55m2 stops
20:40 - 19:10ORD-MXP
16h 30m1 stop
£434Scandinavian Airlines
Find Deal
Sun, 2 Mar - Sun, 9 Mar
16:55 - 14:45MXP-ORD
28h 50m3 stops
20:05 - 18:15ORD-MXP
16h 10m2 stops
Sun, 2 Mar - Sun, 9 Mar
06:30 - 14:30LIN-ORD
15h 00m1 stop
12:15 - 10:55ORD-LIN
15h 40m2 stops
£449Delta
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Fri, 14 Feb - Sun, 23 Feb
06:55 - 15:05MXP-ORD
15h 10m1 stop
12:15 - 10:35ORD-MXP
15h 20m2 stops
£452Delta
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Thu, 20 Feb - Mon, 24 Feb
20:45 - 16:10MXP-ORD
26h 25m2 stops
19:15 - 19:55ORD-MXP
17h 40m2 stops
£522Scandinavian Airlines
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Thu, 24 Apr - Sun, 4 May
20:55 - 16:40MXP-ORD
26h 45m1 stop
£295Air Serbia
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Sun, 6 Jul
20:55 - 16:40MXP-ORD
26h 45m1 stop
£296Air Serbia
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Sun, 6 Jul
15:10 - 21:15MXP-ORD
13h 05m1 stop
£421Icelandair
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Mon, 19 May
15:10 - 21:15MXP-ORD
13h 05m1 stop
£422Icelandair
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Mon, 19 May
07:00 - 18:35MXP-ORD
18h 35m1 stop
£423Turkish Airlines
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Mon, 3 Mar
10:45 - 09:50MXP-ORD
30h 05m1 stop
£424Turkish Airlines
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Wed, 21 May
05:55 - 16:10MXP-ORD
17h 15m1 stop
£426TAP AIR PORTUGAL
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Wed, 11 Jun
07:30 - 18:15MXP-ORD
17h 45m1 stop
Thu, 19 Jun
13:00 - 21:15LIN-ORD
15h 15m2 stops
Sun, 4 May
11:50 - 07:38MXP-ORD
26h 48m2 stops
£576TAP AIR PORTUGAL
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Sat, 7 Jun
17:45 - 15:30MXP-ORD
28h 45m1 stop
19:15 - 23:35ORD-MXP
21h 20m1 stop
£453TAP AIR PORTUGAL
Find Deal
Tue, 21 Jan - Wed, 29 Jan
17:45 - 15:30MXP-ORD
28h 45m1 stop
19:15 - 23:35ORD-MXP
21h 20m1 stop
£495TAP AIR PORTUGAL
Find Deal
Tue, 21 Jan - Wed, 22 Jan
13:10 - 18:45MXP-ORD
12h 35m1 stop
17:00 - 16:20ORD-MXP
16h 20m1 stop
£566British Airways
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Tue, 21 Jan - Mon, 27 Jan
07:25 - 18:45LIN-ORD
18h 20m1 stop
21:45 - 17:50ORD-LIN
13h 05m1 stop
£567British Airways
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Tue, 21 Jan - Mon, 27 Jan
07:25 - 17:38LIN-ORD
17h 13m2 stops
17:00 - 13:15ORD-LIN
13h 15m1 stop
£572British Airways
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Tue, 21 Jan - Mon, 27 Jan
06:30 - 18:25LIN-ORD
18h 55m2 stops
11:50 - 10:55ORD-LIN
16h 05m2 stops
£650Delta
Find Deal
Tue, 21 Jan - Tue, 28 Jan
14:05 - 23:59LIN-ORD
16h 54m2 stops
14:35 - 14:00ORD-LIN
16h 25m2 stops
£651Delta
Find Deal
Wed, 22 Jan - Tue, 28 Jan
11:30 - 17:00MXP-ORD
12h 30m1 stop
21:45 - 16:45ORD-MXP
12h 00m1 stop
£651British Airways
Find Deal
Sun, 19 Jan - Tue, 28 Jan
13:10 - 18:45MXP-ORD
12h 35m1 stop
21:45 - 16:40ORD-MXP
11h 55m1 stop
£782British Airways
Find Deal
Mon, 20 Jan - Wed, 29 Jan
07:00 - 10:10MXP-ORD
34h 10m1 stop
13:40 - 09:10ORD-MXP
36h 30m2 stops
£2,188Turkish Airlines
Find Deal
Wed, 22 Jan - Wed, 29 Jan
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£461United Airlines
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Tue, 8 Apr - Mon, 5 May
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£504United Airlines
Find Deal
Fri, 11 Apr - Mon, 5 May
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£506United Airlines
Find Deal
Mon, 28 Apr - Mon, 5 May
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£529United Airlines
Find Deal
Wed, 9 Apr - Wed, 7 May
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£550United Airlines
Find Deal
Fri, 11 Apr - Wed, 7 May
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£551United Airlines
Find Deal
Thu, 24 Apr - Sun, 4 May
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£552United Airlines
Find Deal
Fri, 25 Apr - Sun, 11 May
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£577United Airlines
Find Deal
Mon, 14 Apr - Tue, 6 May
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£601United Airlines
Find Deal
Fri, 11 Apr - Thu, 8 May
15:20 - 18:00MXP-ORD
9h 40mdirect
21:35 - 13:20ORD-MXP
8h 45mdirect
£602United Airlines
Find Deal
Tue, 6 May - Wed, 14 May

TAP AIR PORTUGAL flights from Milan to Chicago

Our best TAP AIR PORTUGAL deals on Milan to Chicago flight tickets
TAP AIR PORTUGAL
2 Mar
MXP06:20Milan Malpensa
16h 10m
1 stop
ORD15:30Chicago O'Hare Intl
9 Mar
ORD21:25Chicago O'Hare Intl
20h 10m
1 stop
MXP23:35Milan Malpensa
TAP AIR PORTUGAL
24 Apr
MXP17:20Milan Malpensa
29h 50m
1 stop
ORD16:10Chicago O'Hare Intl
4 May
ORD18:00Chicago O'Hare Intl
23h 35m
1 stop
MXP00:35Milan Malpensa
TAP AIR PORTUGAL
24 Apr
MXP17:20Milan Malpensa
29h 50m
1 stop
ORD16:10Chicago O'Hare Intl
4 May
ORD18:00Chicago O'Hare Intl
23h 35m
1 stop
MXP00:35Milan Malpensa

Scandinavian Airlines flights from Milan to Chicago

Our best Scandinavian Airlines deals on Milan to Chicago flight tickets
Scandinavian Airlines
2 Mar
MXP13:55Milan Malpensa
34h 55m
2 stops
ORD17:50Chicago O'Hare Intl
9 Mar
ORD20:40Chicago O'Hare Intl
16h 30m
1 stop
MXP19:10Milan Malpensa
Scandinavian Airlines
24 Apr
MXP20:45Milan Malpensa
26h 25m
2 stops
ORD16:10Chicago O'Hare Intl
4 May
ORD19:15Chicago O'Hare Intl
17h 40m
2 stops
MXP19:55Milan Malpensa
Scandinavian Airlines
24 Apr
MXP20:45Milan Malpensa
26h 25m
2 stops
ORD16:10Chicago O'Hare Intl
4 May
ORD19:15Chicago O'Hare Intl
17h 40m
2 stops
MXP19:55Milan Malpensa

See travel insights to Chicago from

How to get the cheapest flight ticket from Milan to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from Milan is in November. Flight prices, which tend to average around £359, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to Chicago from Milan during February instead. Flights to Chicago in February, while not as cheap as those in November, still average around £398.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as £0. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Monday, with ticket prices averaging around £685.

What is the cheapest time of day to depart on your flight to Chicago?

Flying to Chicago from Milan at midday is the least expensive time of day to depart. momondo users have found prices as low as £0 when looking at flights departing at midday. Flights in the morning are often more expensive, with an average ticket price of £657.

What is the cheapest Milan to Chicago flight route?

Fly from Milan Malpensa to Chicago O'Hare Intl for the best Milan - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Milan when booking 2 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £554 when searching 2 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Milan for as low as £461 on momondo.

What cabin class options are available on Milan to Chicago flights?

There are 1 cabin classes available to choose from on Milan to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Milan to Chicago flight prices changed over time?

As of January 2025, prices for Milan to Chicago flights are approximately 11% more expensive when compared to flights at the same time last year.

When to book flights from Milan to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Milan to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Milan to Chicago (MIL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milan to Chicago

Best price found

£295

Fastest flight time

9h 40m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Milan in the past 72 hours is £295. The best return flight deal from Milan to Chicago found on momondo in the last 72 hours is £364.
The fastest flight from Milan to Chicago takes 9h 40m
Direct flights go from Milan to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • How far is Milan to Chicago by plane?

    There are 4526.2 mi between Milan and Chicago. By plane, this route typically takes 9h 40m.

  • When did momondo last update prices for flights from Milan to Chicago?

    Prices for flights from Milan to Chicago are updated daily.

  • How old do you have to be to fly from Milan to Chicago?

    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 from Milan to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago 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. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Milan to Chicago?


Why use momondo?

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

Finding the right flight to Chicago from Milan is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Flights from Milan to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Milan to Chicago?

Once you have performed a search for Milan to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Milan to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago