$208 Find Cheap Flights from Chicago to Como

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Como departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Chicago to Como (CHI-MIL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Como that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Como

Tue, Oct 21 - Wed, Oct 29
Scandinavian Airlines Logo
7:15 pm - 10:30 amORD-MXP
32h 15m2 stops
Scandinavian Airlines Logo
7:50 pm - 6:45 pmMXP-ORD
28h 55m2 stops
$418Scandinavian Airlines
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Mon, Dec 29 - Mon, Jan 12
Scandinavian Airlines Logo
7:20 pm - 7:10 pmORD-MXP
16h 50m2 stops
Scandinavian Airlines Logo
11:15 am - 4:45 pmMXP-ORD
12h 30m1 stop
$419Scandinavian Airlines
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Wed, Nov 19 - Tue, Nov 25
TAP AIR PORTUGAL Logo
7:10 pm - 4:55 pmORD-MXP
14h 45m1 stop
TAP AIR PORTUGAL Logo
5:45 pm - 3:00 pmMXP-ORD
28h 15m1 stop
$447TAP AIR PORTUGAL
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Mon, Sep 22 - Tue, Sep 30
TAP AIR PORTUGAL Logo
6:10 pm - 11:00 amORD-MXP
33h 50m1 stop
TAP AIR PORTUGAL Logo
5:25 pm - 4:10 pmMXP-ORD
29h 45m1 stop
$451TAP AIR PORTUGAL
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Mon, Oct 6 - Fri, Oct 17
Aer Lingus Logo
3:45 pm - 10:40 amORD-LIN
11h 55m1 stop
Aer Lingus Logo
11:20 am - 7:00 pmLIN-ORD
14h 40m1 stop
$620Aer Lingus
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Mon, Oct 6 - Fri, Oct 17
Aer Lingus Logo
5:22 am - 10:40 amORD-LIN
22h 18m2 stops
Aer Lingus Logo
11:20 am - 7:00 pmLIN-ORD
14h 40m1 stop
$625Aer Lingus
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Mon, Aug 11 - Tue, Aug 19
ITA Airways Logo
3:00 pm - 10:10 amORD-LIN
12h 10m1 stop
ITA Airways Logo
7:00 pm - 1:10 pmLIN-ORD
25h 10m1 stop
$669ITA Airways
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Mon, Aug 18 - Tue, Aug 26
ITA Airways Logo
3:00 pm - 11:40 amORD-LIN
13h 40m1 stop
ITA Airways Logo
7:00 pm - 1:10 pmLIN-ORD
25h 10m1 stop
$685ITA Airways
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Wed, Nov 19 - Tue, Dec 2
Delta Logo
9:30 am - 9:05 amMDW-MXP
16h 35m2 stops
Delta Logo
11:05 am - 9:44 pmMXP-MDW
17h 39m1 stop
$834Delta
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Wed, Nov 12 - Wed, Nov 19
Delta Logo
10:35 am - 9:05 amMDW-MXP
15h 30m1 stop
Delta Logo
6:55 am - 6:36 pmMXP-MDW
18h 41m2 stops
$855Delta
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Good to know

Cheapest flight$208
Flight from Chicago Midway Airport to Milan Malpensa Airport

When to book flights from Chicago to Como

Are your dates flexible? Find out the best times to travel from Chicago to Como based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Como

  • Which airports will I be using when flying from Chicago to Como?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Como does not have its own airport so you’ll be flying into nearby Milan All airports airport, which is 24.0 mi away.

  • How long does a flight from Chicago to Como take?

    Direct flights cover the 4,526 miles separating Chicago and Como in about 14h 45m.

  • How many flights are there between Chicago and Como?

    6 direct flights run between Chicago and Como on a daily basis. On average, there are about 42 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Como?

    Consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Wednesdays and the most expensive ones on Fridays.

  • How does KAYAK find such low prices on flights from Chicago to Como?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Como.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Como?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Como from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Como?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Como with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Como?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Como from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Como?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Como found on KAYAK was with ITA Airways for $243. Scandinavian Airlines offered a round-trip connection from $418 and TAP AIR PORTUGAL from $447.

Top tips for finding cheap flights from Chicago to Como

  • There is no airport in Como. Instead, you’ll be flying into Milan All airports when flying between Chicago and Como.
  • The cheapest flight from Chicago to Como was found 47 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is March.

Reviews of the top 5 airlines serving Chicago to Como

 
Need help choosing which airline to fly with from Chicago to Como? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8896 reviews
7.3Comfort
7.7Boarding
6.6Food
8.1Crew
7.1Entertainment
Airline reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

10.0 ExcellentAnita, Jul 2025ORD - CMH
Read more United Airlines reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

No choice of food. Needed to pay more even for a can of coke!!!

The seats were really close together and hard to get comfortable. The food was okay. The cheese was amazing! I loved the cold towels they gave us.

When my flight was changed from delays they were quick to rebook me.

I really enjoyed how clean and big the aircraft was, as well as how friendly the crew was.

Airline left me stranded in the U.S. gave me an unrequested refund of 40% of booking and canceled my trip back! When I asked why, the said “we don’t have to tell you why”. “But you can rebook”. Never again! Paid 2x and rebooked on Austrian. What a joke!

Painful seats for a 10 hour flight. There’s a very hard flat board in the seat that goes up to half the back and after 7 hours it gets impossible to find the right position to avoid the pain.

I love it the scandavians know hospitality travel and are very friendly peopu

I paid for the seat with more leg room but on the day of my departure my seat was changed. I brought it to the airline costumer service and he was able to change it back. The person sitting next to me had the same exact issue.

SAS is very good at service, the lounge was great, and flights were on time. Boarding is fast and efficient!

Great experience. Typically do klm to Amsterdam but may start taking this flight in future - greatxexperience.

Comfortable trip , flight attendants professional as always. Only complaint was the food, We fly Aer Lingus frequently, this was the first time the quality of the meal was poor.

Everything went well. I made my connection which is always a concern.

I appteciate the very courteous staff. The flight was good. Something that wasn't good was that my bag was only checked as far as Dublin and I had a connecting flight to Vienna. (That was a mistake the ORD desk made.) Fortunately the desk at DUB was able to re-tag without me having to re-check in (which initially it seemed I might have to do.)

Delightful flight, ahead of time with a super crew, thanks

I wish Aer Lingus offered free wifi and had power outlets at the seats. Overall, the flight was good. Seat back entertainment had some interesting options. Food and snack options were mediocre at best. I enjoyed the canned red wine.

I had an awful experience at the ticketing agent stand. I had purchased three tickets, one of which I had the maiden name of a passenger on the ticket. They refused to help, assist, and actually delayed our process and had us miss an opportunity to purchase a ticket on the same flight. I was sent through multiple phone calls, none of which helped, and the person at the counter was the person who told me to both call Aer Lingus for help and was the person who said they could not fulfill my request that they were privy to from the beginning. My partner is still stuck in Scotland, racking up thousands of dollars in additional fees and tickets. I am very upset and two of my tickets went unused. I will never be using Aer Lingus ever again and I will continue to complain about them.

When I booked the flight, I wasn't aware that this was a "no frills" flight. No wifi, no reclining seat, no complimentary soft drinks.

I had a great experience. I wasn’t sure what to expect but the crew helped me check my bags and made sure I got in the correct line to board. It was a bit of a walk to my gate so arrive early. I would recommend securing a flight that includes checking in your bag if you remotely think your baggage is over 10kg/22lbs. Be safe and upgrade unless you are carrying a backpack or weekend type baggage.

It was excellent! The plane left Chicago early. Arrived in Dublin early. The crew was excellent! It was a great experience.

The Nice airport was a horrible boarding experience. I have never experienced the kind of compressed mob (in the B12-B17 gate area) of people all unclear what was happening and no airport staff to assist. There was no signage and 1000’s of people waiting for any info for 2 hours.

We flew TAP last October from Newark to Lisbon. The meal was bad. This flight had good food. Also, this flight was delayed. There were TAP employees waiting at Lisbon to make sure we made our connecting flight. I find the TAP website and app frustrating, but the service once we reached the airport was very good

Boarding too way too long. Biggest peeve: zero in-seat power in economy! No plug sockets, no USB ports. Plane was an A330, so not old.

The long wait at JFK made the trip horrible. Also not having enough buses when we deplaned was annoying

Flight was delayed on 6/20 to miss international connection. Next flight out was 24 hours later. Not acceptable.

Food was edible, not great, and served by attendants who looked like they really were not happy working the flight. The section I was in was too warm making the 11 hour flight uncomfortable. Other areas on the plane were fine.

I’ve never had worse food in business class ever!

Checked bG chstgr was extremely high. Over $120. It was s bsit and switch knowing an international passenger would have t9 check a bag.

On time, politeness, food okay but entertneiment mediocre with only old movie and the so called new we’re 2 or 3…

The crew was very nice. The food was good. The entertainment on the way back to Miami wasn’t as good as the flight over. I wanted to watch Wicked but on the way over from Miami to Lisbon but the screen didn’t work. On the way from Lisbon to Miami Wicked wasn’t an option. Liked the option to check out overhead carry on with our checked luggage Overall the flights were very good. I would fly TaP again

Flight was packed. This was a very uncomfortable experience. Boarding process could be explained better. Despite recommending a window seat when travelling with a pet in the cabin, the seat in front of me had less space than the center and aisle seats. For Premium Economy, the seats were crammed with minimal legroom. I hate to think what Regular Economy was like. The cabin crew missed me at first when handing out meals. When my meal eventually came, there were no utensils. I'd originally booked to fly Business Class; those seats didn't look that great either.

My experience with British Airways is excellent, thanks for all 🫶🏻✈️

Old tired plane, Uncomfortable business class seat. Breakfast dreadful and meagre. At least flight was on time!

Boarding market okay just because of the delay we had, but not related to the crew in any way…

Safe arrival. Improvement on Time efficiency Effective Communication will be great.

The crew is very friendly and helpful. The food is good for airplane food. The flight is long and hard to sleep. The leg space is great. The plane arrived in plenty of time.

A good flight back to Tampa and thankfully although we had a 90 minute delay because of thunder storms from Charlotte to bottom iof Florida, it was a prudent to avoid these for a comfortable flight as opposed to being tossed around with turbulence.

They removed our booking without telling us. Cost us thousands to book last minute

Enjoyable flight, helpful crew everything was organized to accommodate passengers.

Captain sick. Unable to get replacement so delayed me 30 hours, many others delayed 54 hours. TOTALLY DESTROYED ALL MY PLANS, including lost my rental car which would now cost over 5 times what I paid so stuck with buses n trains... lost hotel reservations.... HORRIBLE!!!

The international flight from PHL to Lisbon was one of the worst I’ve experienced, ever. What was really disappointing was the entire experience of comfort and service in the coach cabin after takeoff. The food was inedible and the wine served with dinner was such low quality - it tasted of petrol. I couldn’t eat more than a bite or two of the chicken entree, being worried it would make me ill. The service took so long to reach the entire coach cabin, I ended up having the lights turned off on me as though I had to rush though dinner (though as I mentioned, it wasn’t as if I ate much - only the salad). Most of the attendants seemed generally annoyed and were not friendly or polite. While there was some turbulence, it wasn’t too uncomfortable and I know that is just a chance. The temperature of the cabin was so warm, even a friend a row or two up and on the other side of the plane felt like this. To top it all off, the seat was so uncomfortable and flattened/overused, I had back pains for DAYS afterward.

Everything you need to know for your flight from Chicago to Como

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