Find cheap flights from Chicago Midway Airport to Chile

Find cheap flights from Chicago Midway Airport to Chile

Search hundreds of travel sites at once for deals on flights to Chile

Round-trip
Economy
Chicago (MDW)
Chile
Sat 4/17
Sat 4/24
Any month
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There are travel restrictions to Chile. Learn more
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Top tips for finding cheap flights to Chile

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to Chile is August.
  • Morning departure is around 2% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Chile flights

How long is the flight to Chile from Chicago Midway?

Are there Chile travel restrictions currently due to Coronavirus?

How does KAYAK find such low prices on flights to Chile?

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

What is the Hacker Fare option on flights to Chile?

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

Top airlines flying Chicago Midway to Chile

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,163 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Very good"

Pros: "Everyone was great."
Cons: "Nothing"

Pros: "The crew on both legs of our trip were nice and accommodating."

Cons: "Delta is top notch!"

Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."

Cons: "The seats were incredibly hard and uncomfortable."

Pros: "The crew was very good. So was the food."
Cons: "The flight was 1 hour delayed"

Pros: "Crew was nice and the boarding process was smooth, wwe did depart late, but we arrived in plenty of time to make my connection."
Cons: "Leave on time"

Pros: "Attendants, food and entertainment very positive"
Cons: "Seats reserved online no where in system. Everyone seemed to be in zone 3 or at least decided to stand in line."

Pros: "Boarding was easy, plane clean, snacks good."
Cons: "Small plane but that’s not really fixable"

Pros: "Entertainment was outstanding and the food was very good. The service was excellent."
Cons: "Boarding takes too long"

Pros: "Free wine and spirits and food really not too bad in economy Very large movie and tv show library - something for everyone Friendly cabin crew"
Cons: "Overhead bins a bit small on this older 767-300"

Cons: "At least one hour late"

Pros: "I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying."

Pros: "Got moved to an aisle seat instead of the middle. The flight wasn’t full so the crew planned ahead and got several people in our party better seats."

Pros: "Really nice staff all the way through from gate agent to flight attendants. Flight left on time and landed early. Night and day vs American"
Cons: "Nothing. Flight was perfect."

Pros: "The crew at the airport was very courteous and helpful."
Cons: "No food; not even offered water; I asked a Delta employee about our seats and she was very unprofessional (mind you I'm traveling with kids and my boarding pass said that seats were to be assigned at the gate)."

Pros: "Speedy flight"

Pros: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos, please reimburse on the credit card"
Cons: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos of the studio and musicians"

Pros: "Gal at the gate was most helpful. She corrected my boarding pass to zone 1 and put us in exit row. I have sat there before but it was really roomy although the seat seemed less comfy."
Cons: "Plane was much smaller than what I usually fly to Hawaii but the roomy exit seat made up for that. Downside was the screen was small so hard to see."

Pros: "Liked that they were pretty stern about boarding by zone Comfy seats Nice staff Good snacks Great movie selection Never realized games were programmed in that head rest. Loved that. Just having the entertainment set on the head rest for every seat makes me prefer this airline over another."
Cons: "Was seated in the last row, 33, and it smelled like urine. Landed on time at 11:09am but didn't get to the jetway til 11:50"

Pros: "The crew was gracious and accommodating."
Cons: "The plane showed wear and tear. We paid for delta+ premium economy and an exit row. The seating map online was misleading and we ended up next to the bathroom. The exit row food tray was broken and was hard to even sit a good tray on. The emergency exit door isn’t well insulated and we were absolutely freezing cold the entire flight. The seats were hard and uncomfortable. The food was not good for international travel. Overall I was very disappointed in this flight. I travel the world and on long hauls the planes need to be cleaned well and seats in working order."

Pros: "On time, free beer , good price"
Cons: "No movie, no charging telephone"

Pros: "Being able to watch movies"

Pros: "The service and the seats"
Cons: "We spent more time than scheduled waiting to take off"

Pros: "Nothing... no movie, no food, just awful."
Cons: "I decided to cash in some miles for first class, what a waste. Never book first class on delta flying a short route, it’s just not worth the money. The flight attendant had the ATL attitude, if you know what I mean."

Pros: "Everything was great."

Pros: "Gluten free options! We have celiac disease and nice you offer GF options."
Cons: "Seating was done at the gate Didn’t appreciate being placed near the bathroom when it was evident the flight was not sold out"

Pros: "I like that Delta is efficient and the service is consistent. I pick Delta because I know what I’m going to get . I like that I can choose the entertainment I want and that everything is at my fingertips including flight info, food and beverage options, etc. it’s relatively comfortable but it’s not near the level of Virgin America or JetBlue."
Cons: "I’m not sure if it is due to LAX construction but it is chaotic at the airport. It is super confusing where you need to go, drop bags, etc. the weird part is Check in was in terminal 3 and gate at terminal 2. That is a long walk back and forth. There is probably a more efficient way of doing this. Besides that, they need to do a better job communicating that seats are changing and not Reggy before boarding. Though I can understand it can get crazy because people will panic but it’s not great heading up to enter in not knowing if you are sitting in window when you picked it for a reason. Otherwise, everything went smoothly."

Pros: "On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you."
Cons: "On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra."

Pros: "2 Delta employers went out of their way to address our messed up situation and make sure we got home without robbing us blind."

Pros: "Nothing."
Cons: "Flight attendant late arriving to his job causing a 30 minute delay in boarding. Desk staff at airport seemed more interested in their own conversations than helping passengers . Fight attendants seemed uninterested in their jobs and lacked warmth. 45 minutes late arriving in Kansas City no announcements from captain"

Pros: "Everything"
Cons: "Nothing. Delta is the best airline in North America"

Pros: "The first class section wasn't claustrophobic, as some Delta first class sections are. The seats were relatively new, and had good size screens for watching a movie on the long flight."
Cons: "The plane had not been cleaned well in between flights, so there was a sticky substance on the armrest."

Pros: "Checking bags at the gate and picking them up at the gate on arrival"

Pros: "We upgraded to Delta Comfort, since the flight was a bit longer. I'm glad we did; it made a great deal of difference to have the extra space. The in-flight entertainment (individual displays on the backs of each seat) was excellent, the crew was excellent, and the flight was extremely smooth."

Cons: "Plane kinda of old. Just cookies and coffee"

Pros: "Friendly Staff"
Cons: "Check in was very hectic due to limited staff and getting bumped by the red carpet flyers. Boarding is always a little congested due to the lines. Better snacks please!!"

Pros: "the meal was OK and they served ice cream midway between SFO and JFK."
Cons: "Late departure. Long delay getting to the get because of congestion at Terminal 4."

Pros: "Delta made sure my husband and I had seats together and my husband was thrilled to have a window seat. We took off and arrived earlier than scheduled so we didn't have to run to catch our connecting flight."
Cons: "Everything was perfect. Nothing negative to report."

Cons: "Two overhead bins burst open during takeoff. it's pretty scared when luggage could potentially come flying at your face."

Pros: "Delta does a great job overall. We used free skymiles from Amex and it was very much appreciated."
Cons: "Not enough leg room! BS!"

Cons: "Seating close and uncomfortable especially next to a big ol' boy."

Cons: "It was belated by 2.5 hrs :("

Pros: "Left reasonably on time, arrived a bit early, able to find overhead storage for my roll-on, even boarding in Zone 3"
Cons: "Very tightly packed; minimal comfort for the flight."

Cons: "Boarding was ok however person sitting next to me, her seat was double booked. Luckily the other person also got Comfort seat."

Pros: "When you are delayed, there is not much to commend."
Cons: "Delayed. That pretty well says it all."

Cons: "Wifi didn't work."

Pros: "The crew was nice"
Cons: "I didn't like the fact that I didn't get my luggage with me when I arrived to casablanca as I lived 4 hours away from the casablanca. I have to come back the next day to get my luggage. I was very mad about it.plus I noticed one of my luggage has been damaged so now I have to buy another one because I can t use it. It was disgusting."

Pros: "To fligh with Aeromexico is always a wonderful experience. The crew super helpful and friendly. Seats very comfortable and entertainment excellent."

Cons: "Mas separación entre pasajeros"

Pros: "Everyone was perfect...!!"
Cons: "Real meal is necessary, we appreciate the snacks but real meal is necessary."

Cons: "Waited on tarmac in Mexico Cory for 50 minutes to park the plane"

Pros: "Wifi on bord, staff"

Pros: "Everything was ok except the audio"
Cons: "I could not use my earphones because the entry was blocked. You should get it fixed. Seat 23D"

Cons: "Horrible and first flight was 1h45min late which made me miss my connecting flight. The transit airport was also a horrible experience to spend many endless hours in."

Pros: "The service and attention to the customer"
Cons: "N/A"

Pros: "Actually, the flat bed seat is not an Aeromexico virtue, this is part of the 787-800 series. Fortunately, All Nippon Airways is serving Mexico City and there is no doubt what is gonna be my next option."
Cons: "1. Delayed departure. 2. Mediocre flight attendants with poor understanding of what this kind of long haul flight should be in business class. 3. The two only meals were uneatable. The chicken was carved 2 weeks ago and stored in permafrost before serving. 4. I've flown 7 times the same route with Aeromexico and this was the worst of all of them."

Pros: "Flight on time, all personal was very helpful and kind"
Cons: "No choices for breakfast and the one served on first class not so great."

Pros: "Almost everything was perfect!"
Cons: "The flight attendants offered an OK service to me, I don’t give them 5 stars only because I noticed they were unfriendly and a bit rude to other passengers."

Pros: "Excelente servicio por las aeromozas y comprensión de asignaciones de asiento por mi estado medico."
Cons: "Mucho frío!! Durante el vuelo"

Pros: "friendly staff"
Cons: "scheduled layover was 9+ hours. It became even more painful including a delayed aircraft."

Pros: "Overall, my flights with Aeromexico were smooth and comfortable. I especially appreciated the airport staff allowing me to load a zone ahead of my assigned zone so that I could easily get my viola in an overhead compartment on the plane. Lots of points earned there, thank you!"

Pros: "Comfortable seats and staff are very nice"

Pros: "GOOD SERVICE"

Cons: "I will never fly Aeromexico again or use Kyack again if I do not get some type of compensation......and I ha. Had nothing but good experiences with both in the past on many many occasions"

Pros: "Todo muy bien"
Cons: "Nada"

Pros: "The price and flight times"
Cons: "The food and the fact that the entertainment was only in Spainish"

Cons: "The boarding crew had a bad attitude and wasn’t helpful. Also, once on the plane, i asked a flight attendant for help putting my bag in the overhead compartment and he said “if you can’t lift it, then why did you bring it? You should’ve checked it in.” The flight crew doesn’t realize they’re there to help. Overall, terrible experience because of the flight crew and boarding crew. Oh And flight was delayed too."

Pros: "my bag came back to me without many of my belongings. thanks for hiring such standup folks, aeromexico."

Cons: "We were delayed 7 hours and offered $10 USD in food to compensate"

Pros: "Seat assignment"
Cons: "Airlines are skipping on quality"

Cons: "Our flight was delayed and upon asking the supervisor for more information she was extremely rude and rolled her eyes."

Pros: "Everything. The plane 787! Cuauhtémoc beautiful plane inside and out. Great service. Impeccable landing as usual with Aeromexico pilots! Thank you."

Pros: "costumer service"
Cons: "The way they operate now where you have to pay for checking luggage and that we depart 30 minutes late and Apparently Aeromexico is been having problems with the tickets they don’t work when you go to the scanner and you have to go back and print your boarding pass that’s a problem because you have to start back in the line"

Pros: "More leg room in business class, extra luggage"
Cons: "No personal entertainment, no power ports, no hot food."

Pros: "Flight on time. Lots of legroom. (Exit row.)"
Cons: "Chaotic boarding."

Cons: "There was a 5 hour delay which caused me to miss my connection. After standing in line for 3 hours, They did not get me the same day flight and put me on a Latam air flight and asked me to take the bus to terminal 1. When I spoke to the person on Latam air they said they don’t have a ticket for me and sent me back to terminal 2 via a bus where Aeromexico desks were. I stood in another line for 3 hours! Then they told me there is no flight and they will put me on the next day flight. However they did not provide any help or accommodation for the night I had to stay in Mexico which felt very very unsafe to me."

Pros: "Good space between seats and the free alcoholic beverages. Food was acceptable (ham & cheese sandwich)."
Cons: "Having to go through security again when we have not left the secure portion of the airport. After all we had just gone through security in Ixtapa."

Pros: "The best seats I have ever had in coach. I am 6’3” and had plenty of legroom. Wonderful seating!"
Cons: "Main meal very bad, tasteless pasta with a dry bun, no butter, no salt and pepper and pudding for a side. Pudding? Really? Probably the worst airline meal I’ve ever had."

Pros: "Crew was very friendly.. food was really good."
Cons: "Older plane no monitor in the head rest and uncomfortable seats."

Pros: "None"
Cons: "How the gate lady was rude when asked a question. No personal entertainment system."

Pros: "Excellent flight. Flight attendants were friendly and helpful, For airplane food it was on point. Smooth flight and no delays. Clean plane."
Cons: "There wasn't anything I didn't like about this flight."

Pros: "This company is obviously dedicated to providing a quality product."

Pros: "Everything was good."
Cons: "The fee on the first baggage ."

Pros: "same"
Cons: "same"

Cons: "I was sent to Sala A & there was agate # 1 there; however, there was a second Sala A with a Gate #1 & from there my plane was boarding by the time I made it to the correct boarding gate it was too late for me to board the plane. I had to purchase another plane ticket in order for me to make it to the United States. It was a bad situation & the employees were very rude. They blame me & the manager never show his face to help me out. He could have at least given me a discount given the award situation. But, the customer service or will to help me was just not there."

Pros: "I loved the fact that I never used this airline before and I'm so amazed they were on time and even before schedule, thank you kayak and thank you aeromexico!!"

Pros: "attention, service , time"

Pros: "Received a notification (good) from kayak that flight from Puerto Vallarta to Mexico City was changed by 2 hrs 26 minutes., Aeromexico did NOT consider connecting flight to JFK. 50 minutes with 2 TSA checks no elevator and 4 flights of steps with carry on baggage and cross the entire airport for gate 59 from transport gate for passengers with age and medical issues. Unable to reach airline prior to airport arrival. Unavailable. Finally was told by customer service that if I hadn't gotten in an earlier flight we would have missed our connection"
Cons: "Unavailability of personnel in English. Given misinformation when I finally connected to someone. This is a recurrent problem. Friends actually missed the flight one week prior with same travel itinerary"

Pros: "the food"
Cons: "long trip"

Pros: "There was no entertainment on the plane. It would ne nice if they had wi-fi"

Pros: "Coffee, SMILES on faces of the Capt., Stewards, Professional Appearances by AM staff from beginning to end. (unlike American Airlines) We had a snafu at boarding and a Miss Gina Diaz in San Jose Airport was MOST super helpful. We ar3e booking more flights on this airlines! FOOD was AWESOME.... really!"

Pros: "To be honest nothing"
Cons: "when I ask for something and they told me they gonna give the forms on the airplane,then they said we are out of this forms?you can get in in the airoport"

Pros: "Plane on time. No setbacks"
Cons: "Long line in customs in Mexico City especially since we had to make a connection. Also the inconvenience of getting our luggage in Mexico City and then re sending it to Cabo SAN Lucas."

Pros: "Flight was quick"
Cons: "Entered the plane off the tarmac along with hundreds of mosquitos"

Pros: "Despite poor flight schedule I made it on my connecting flight and it all worked out in the end."
Cons: "Kayak should allow at least 2 hours of transfer time when booking flights through LAX. I had to go from one terminal to another AND go through immigration and security. In order to make sure I had enough time to make the connecting flight, I didn't check in my luggage which lead to me having to minimize liquids and pastes in my luggage (no vanilla extract or tequila). Also while making the transfer I felt rushed and stressed out. I might search for tickets using Kayak but I would not buy tickets directly from Kayak if my route involves a transfer at an airport that I am not familiar with."

Pros: "Nothing"
Cons: "Plane Food"

Cons: "Flight was delayed, Mexico Coty's airport does not have enough screens that show status of flughts. My bag did not arrive and I can't get a hold of anyone at aeromexico that will take responsibility or guve me an update on when will I be able to get it. Very disappointed. Fly copa or any other airline instead!!Flight was delayed, Mexico Coty's airport does not have enough screens that show status of flughts. My bag did not arrive and I can't get a hold of anyone at aeromexico that will take responsibility or guve me an update on when will I be able to get it. Very disappointed. Fly copa or any other airline instead!!"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Chicago Midway Airport to Chile

Airlines flying from Chicago Midway Airport to Chile have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago Midway Airport to Chile

Mandatory masks

Masks required on board, masks provided on flights from Chicago Midway Airport to Chile

Social distancing seating

Middle seats unavailable to book on flights from Chicago Midway Airport to Chile

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago Midway Airport to Chile

Book cheap flights from Chicago Midway Airport to Chile

Recent round-trip flight deals

6/20
Sun
1 stop
Delta
14h 01m
MDW - SCL
6/26
Sat
1 stop
Delta
19h 46m
SCL - MDW
4/21
Wed
2 stops
Delta
36h 11m
MDW - SCL
4/30
Fri
2 stops
Delta
18h 59m
SCL - MDW
4/21
Wed
1 stop
Delta
35h 01m
MDW - SCL
4/30
Fri
1 stop
Delta
14h 18m
SCL - MDW
4/21
Wed
1 stop
Delta
35h 01m
MDW - SCL
4/30
Fri
2 stops
Delta
18h 59m
SCL - MDW
4/21
Wed
2 stops
Delta
36h 01m
MDW - SCL
4/30
Fri
2 stops
Delta
18h 59m
SCL - MDW
4/30
Fri
2 stops
Multiple Airlines
34h 31m
MDW - SCL
5/4
Tue
2 stops
Multiple Airlines
25h 28m
SCL - MDW
4/30
Fri
1 stop
Multiple Airlines
16h 50m
MDW - SCL
5/4
Tue
2 stops
Multiple Airlines
30h 26m
SCL - MDW
7/17
Sat
2 stops
Multiple Airlines
25h 36m
MDW - SCL
7/27
Tue
2 stops
Multiple Airlines
24h 46m
SCL - MDW
6/8
Tue
2 stops
Aeromexico
36h 20m
MDW - SCL
6/30
Wed
2 stops
Aeromexico
18h 50m
SCL - MDW
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5/6
Thu
1 stop
Delta
16h 50m
MDW - SCL
5/10
Mon
2 stops
Delta
36h 01m
MDW - SCL
5/10
Mon
1 stop
Delta
35h 05m
MDW - SCL
5/2
Sun
2 stops
Delta
16h 24m
MDW - SCL

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