Find cheap flights from Chile to Chicago Midway Airport

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— MDW
Dec 8 — Dec 151
Round-trip
1 adult
Economy
0 bags
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Thu 12/8
Thu 12/15

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Good to know

Low season

May

High season

July

Cheapest flight

$376

Average price round-trip

$741
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 38% increase in price.
Flight from Santiago Arturo Merino Benitez to Chicago Midway
(price for this month)

Top tips for finding cheap flights to Chicago Midway Airport

  • High season is considered to be June, July and August. The cheapest month to fly from Chile is May.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

FAQs - booking Chicago Midway Airport flights

Top airlines flying Chile to Chicago Midway

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 31875 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews

Delays really ruin days, excitement, the overall experience of traveling. Having inaccurate times and poor communication sucks.

Read more about Delta

Delays really ruin days, excitement, the overall experience of traveling. Having inaccurate times and poor communication sucks.

Everything was very good no complaints

All good

Mika, was outstanding. Always available when needed by passes gers. She's very hospitable.

As a silver medallion I don’t know how to request upgrade and when I call delta I have been on hold 3 times for over 2 hours each and can’t reach anyone.

Thanks

Pros: "La tripulación muy amable!!"
Pros: "Crew was wonderful"
Cons: "For this COVID to be over"
Cons: "No ear plugs offered and my iPhone jack didn’t fit."
Cons: "Very good"
Pros: "The crew was amazing and the flight was fast and smooth. Seating was great"
Cons: "Nothing needs to be corrected"
Cons: "Great"
Cons: "We were seated near the back of the airplane. The heater came on midway of the flight, by the time we landed, it was difficult to breathe because it was so hot. The flight attendant all relocated from the back of aircraft to the front aircraft where it was cooler, I assume. I was worried for my son."
Pros: "Great seat and always on time."
Cons: "Excellent"
Pros: "Nothing exceptional stands out"
Cons: "Flight was not on time"
Cons: "No delay"
Pros: "The crew were good."
Cons: "The flight was delayed taking off. The crew tried to make it up but it was 90 minutes late in the end - I almost missed a connection. Seats were ok."
Pros: "Zero turbulence"
Cons: "Nothing"
Cons: "No WiFi kg was an old plane and the stranger next to me was 6’4” so pretty uncomfortable"
Cons: "I was never notified that the flight from Asheville to Atlanta was delayed...probably cancelled...... my connection to Munich would have been missed..... not reliable and not customer friendly to never notify the passenger!"
Pros: "see above"
Pros: "Delta Comfort Plus for the win! Great seats with plenty of legroom and room for carry ons. Friendly flight attendants"
Cons: "Nothing"
Pros: "This was two hours of absolute freezing temperature"
Cons: "It was so cold it was actually unbeasable"
Pros: "Cheap price"
Cons: "no vegetarian food in flight, the layover for connecting flight was not sufficient,"
Pros: "Snacks that include a dairy free option like the kind granola bar"
Cons: "We were delayed like crazy."
Pros: "Nothing"
Cons: "Flight was horrible"
Pros: "Cornell and Dorothy and the other flight attendants were the BEST! Cornell actually welcomed each passenger as they came onboard. Dorothy modeled the emergency info in such a graceful way... that you chose to pay attention because she made you feel secure. My colleagues and I have all agreed to fly Delta again ( specifically the Atlanta/ Milwaukee flight) Because of these courteous, caring, and professional people!"
Pros: "The crew are very friendly, positive and have good sense of humor."
Cons: "The flight got delayed badly"
Cons: "Flight delayed 2 hrs"
Pros: "After almost every airline cancelled. Delta still took me to where I needed to go with not one single problem. That pilot was amazing. I forget his name. But the plane didn't slide or anything during take off. Amazing."
Cons: "What was there not to like. We were a little bit late but I wasn't in a rush. I planned well ahead. Delta moved my flight from 10 a.m. to 6 a.m. and that was perfectly fine with me."
Cons: "Customs officials are incredibly un-helpful and slow. I almost missed the next flight because of how slow was that part. I hope Delta can speak up for the passengers, because we cannot express that to these rude people."
Pros: "Love the hospitality and the staffs kindness"
Pros: "Entertainment options"
Cons: "Late pickup, then no gate at stopover causing is to miss our flight as we sat on the tarmac. Got on next flight, 5 hours later, the literal last row of the plane right in front of the bathroom, you know, those seats that don't recline? Travelling with a cranky two year old, made pains to select seats for maximum child comfort and it all flew out the window. Arrived at destination and sat, again, waiting for a gate. Signed up for sky miles previously based on good experiences, but this was one lane thing after another. Advice? Don't act like you're doing me a favor when asking people to check bags cause then it's "free"."
Pros: "Happy with the choices of movies available"
Cons: "All was good, possibly add healthier food options"
Pros: "short"
Cons: "ok"
Pros: "Was initially hoping to fly a US airline but will now look for Aeromexico first. Exceeded my expectations!"
Cons: "The layover in Mexico City was a bit long and the airport was not so great"
Pros: "Boarding, checking in etc. The usual stuff, nothign spectacular."
Cons: "Seats are getting too crowded!"
Pros: "The crew was beyond friendly and courteous. Lots of leg room."
Cons: "I was an older plane, it was louder than our flight down to Atlanta. Nothing they could do about it, but a slight annoyance."
Pros: "Plane was clean, attendants were friendly, and food was fine."
Cons: "I had a flight from Detroit to Montreal. Tried to check in and DTW was not a choice on the westjet website and so I physically could not check in. I realized the flight was technically operated not by WestJet, but Gojet. Went to Gojet's website and was told that Delta took care of all of their ticketing and such. Went to Delta's website, entered my ticket number and card number but I was not in the system as I was given all WestJet info (not Delta's). Luckily the baggage check in people figured it all out."
Pros: "Typical flight, all went well. Special services picked me up at the plane."
Cons: "Condition of the airplane"
Pros: "I love the media that is INCLUDED in the price of your ticket on Delta Flights. That sets Delta apart for me."
Pros: "Friendly and informative flight attendants kept the passengers in reasonable spirit."
Cons: "Left nearly an hour late after confusion related to oversold seats and upgrades. The gate agent entered the plane multiple times. The landing was rough, the brakes were loud."
Pros: "Chicken kale salad was inedible. I did not know chicken had gristle!"
Pros: "But the crew were awesome!"
Cons: "Flight delayed then gate was changed, while I was using lavatory and did not hear changes! Then boarding was confusing as the intercom wasn't working. Overall poor."
Pros: "The crew was friendly and accommodating, and service was good"
Cons: "I purchased a basic economy ticket and upon checking in, my Delta app said my seat was unassigned and I had to get my boarding pass at the airport. I checked back later and the app had me as number 7 on the standby list. I called Delta (wait time 3+ hours... my flight was in 3), and then the Delta app support where I was able to get through to someone. She told me that the ticket I purchased over a month in advance did not guarantee me a seat on the plane (???). She said that if I was bumped from the flight they would reschedule me for the next morning. She was pretty rude and made it seem like I had a 50/50 shot of getting on this plane. I rushed to the airport in hopes that I would be the first from Standby there, and the gate agent told me that I was fine and would board right after first class and be assigned a seat then. Great. Once I got my seat assignment, I board to find out there is someone else sitting in my seat...... They eventually called the desk and had her moved, but it was the weirdest boarding experience I've had.. and I've flown Spirit. These planes that Delta fly's are SO OLD. Both times I have flown Delta the "turbulence" has been so bad and cold air was blowing right on my the whole flight with no option to turn it off (it wasn't from one of the vents, but from the side). Someone close to me works for Delta and I know for a fact that some of their engines blow mid-flight.. and they tell the passengers that it's turbulence.. so that doesn't make me feel very safe. I won't fly Delta again if there is another comparable option."
Pros: "Weather, I think, caused a delay for my flight to Atlanta from Dallas which results in missing my connection. I was traveling with my 4-year old granddaughter. However, when I arrived having already missed my flight, I found special assistance area and was able to immediately connect with an agent who booked us on the next flight (last flight of the day to Richmond). Saving the day."
Cons: "All the planes were full and did not have enough room for carry on causing delays and getting the flight off later. The gate agents and crew did what they could to get the plane loaded faster, but they loaded the front first and those in the back could not get past making loading the plane take even longer."
Cons: "Flight attendants were a little snobby and didn't treat all passengers equally, in my humble opinion (note: I was sitting in 1st class)."
Pros: "the aircraft was fine. leg room was slightly larger than other commercial flight i took recently."
Cons: "the crew at the boarding counter was unhelpful. my girlfriend and i were rescheduled to a later flight and were randomly assigned to 2 separate seats. online seat selecting did not work at all."
Cons: "Seats looked older generation and configuration not great"
Cons: "Almost everything. This airline charges normal fees and offers low cost service. Very bad"
Cons: "The food ."
Cons: "Food quality can be improved a little"
Pros: "Everything"
Cons: "Nothing"
Pros: "smooth flight"
Cons: "The stewards were rude and they overbooked the flight. These arrived at the gate at 6:15 and were told we could not board our plane which was to take off at 7:30. Absolute nonsense."
Pros: "Nothing in particular"
Cons: "Organization, information and communication"
Pros: "Food"
Cons: "Better pillows"
Pros: "The snack was ok."
Cons: "The flight was delayed for over one hour and a half and nobody could tell us why"
Pros: "The people were very kind and very respectful."
Cons: "Well I think this doesn’t have nothing to do with the airline, I guess... any way the airport is dirty, and very to buy something you got have more money than you think, the salesperson are not friendly. To get to the plane they checked everybody’s luggage again in the crazy way!"
Pros: "Plane was clean, videos worked well. Cabin attendants were gracious and spoke excellent English. Food was good."
Pros: "Entretenimiento"
Cons: "Retraso en el abordaje y salida De Santiag y retraso en la entrega del equipaje en Lima"
Cons: "Nothing, they had been VERY unprofessional and incompetent, they lost the luggage and is been now two days of going around back and forth with phone calls to AA and Latham, needless to say this has been a great inconvenience for the passenger and I'm constipated because of it!"
Pros: "The whole flight went smoothly and I really have no complaints about the flight itself."
Cons: "When I arrived, my luggage did not make the connecting flight. It was tracked down and hopefully will make it to me soon but you can see how it’s inconvenient. The first leg of my flight was operated by Wamos, though it was a LATAM flight. I know that this is something that happens often for all sorts of reasons, however I can’t help but think it had something to do with the transition of my luggage from one flight to the next. My flights home are similar ( One leg of it being operated by another airline) and needless to say I’m a bit nervous about that."
Pros: "Nothing"
Cons: "Fly us never proactively contacted us about the LATAM flight change so we missed this flight. LATAM stepped up and paid for another two flights to get us back to Austin. No thanks to Flyus, whom we will never book with again. Their customer support was a joke! Jeff"
Cons: "They lost my bag and I had to wait a full day to get it back."
Pros: "Good food and drinks"
Cons: "Leg room was cramped"
Pros: "Good seats and service"
Cons: "Taste of new menu"
Cons: "Boarding was very disorganized and not on time. My seat assignment was changed upon boarding the plane. They had assigned 3 people to my seat which was an isle seat I had chosen upon purchasing my ticket 5 months prior. I was changed to a middle seat. They had an extra (makeshift) security check point on the actual boarding ramp. They made everyone open their carry-on bags and suitcases on folding tables just before entering the plane. They also took beverages bought at the gift shops, right before getting on the plane which was unusual. Overall ground crew was not very customer service oriented. In flight crew was better."
Cons: "They lost my bags"
Pros: "I left a scarf on the plain when we landed in NY. And a lamd team member, Kelly, went out of her way to get it back for me right at the airport, and I did!!!! So helpful and efficient and curtious!!! Thank you!!!"
Cons: "There was a 1hour delay leaving Chile, but they made up some time in the air."
Pros: "It was special. Like a special limo"
Cons: "Nothing"
Cons: "It actually was all good"
Pros: "Excellent service and the food is awesome :-) It has one of the youngest fleets in the industry!!! the LATAM Dreamliner feels so smooth! You should really try that aircraft, it has a special pressurization that you won't feel the"
Pros: "Great entertainment choices, the best airline food I've ever had, attentive service, lots of amenities, new and modern plane"
Pros: "I loved the whole trip"
Cons: "Everything was great! No complaints!!"
Pros: "My first flight on LATAM and very impressed. Fast boarding, lots of help for an English speaking passenger in Chile, newer plane, clean, and efficient flight attendants. I'll be back!"
Pros: "Plane on time performance"
Cons: "Food"
Pros: "LAN moved to departure gate five minutes before scheduled Board Time from downstairs shuttle bus to plane, to a walk on gate to plane."
Cons: "Original schedule pulled in one day due to Hurricane Irma cancellation/rebook from MIA to SCL. LAN wanted $280US to change ticket. I paid $160US for ticket originally. No sympathy from LAN for hurricane impacted travelors. Extremely poor customer relations!!"
Pros: "It was comfy"
Cons: "When I got to Miami, I wasn't assisted to the next gate"
Pros: "Landing was perfect!"
Pros: "Friendly crew"
Cons: "Entertainment didn't work"
Pros: "The crew was very friendly and helpful. The flight was smooth and quiet."
Cons: "The cabin has garbage and it was dirty."
Cons: "The space"
Cons: "I received a confirmation email and flight information but was unable to check into my flight upon arrival and was not in their system for the flight. Very upsetting and unreliable."
Pros: "Kindness of the crew"
Cons: "Seat space,"
Pros: "clean and new plane"
Cons: "delayed flight made me lose a day. My luggage got lost"
Pros: "todo muy bien"
Pros: "The steward/ stewardesses always great."
Cons: "Tasteless food except for the desserts."
Pros: "Flying on a Boing 787 is wonderful. The overall service from Latam is top quality; the crew was welcoming and very attentive. Food could be improved, specially offering vegetarian alternative for all of the food services. The movie selection could be improved (in variety and vintage). Music selection was very good for my taste."
Cons: "I was unable to choose my seats on line in advance, which created a stressful situation when at check-in we found that my wife and I were not seated together. Fortunately for the first leg of the trip (Santiago-Lima) there was an empty seat by her and I took it; and for the second leg (Lima-Los Angeles) the passenger next to her was upgraded on the last minute and left his seat for me. Latam has great service, but must let customers choose their seats or guarantee assigning adjacent seats to passengers traveling together, The process for servicing of the plane during the stop-over in Lima could be improved. I know it is hard to do minor cleaning, tidy-up, and replacement of pillows & blankets while many passengers remain on board, but at least there should be an announcement describing what the passengers are to expect during the stop-over."
Pros: "Once again, I was impressed with the food and the service. The flight crew was very friendly and accommodating."
Cons: "My entertainment center didn't have audio for one of the movies so I had to use closed caption to read what the characters were saying. I had some issues trying to get the movie to play because the screen froze for a moment."
Pros: "Fabulous staff"
Cons: "Long boarding times waiting too much"
Pros: "Staff was nice but still in an airplane not moving"
Cons: "Waiting and no contact as no cell phone or internet conection to inform hotel you are not going to arrive in time to use their room"
Cons: "To short connection"
Cons: "I paid for the baby basket service but the airline only gave me the adult seat on the basket row, regardless that I was travelling with my wife. Due to that I had to ask the crew to help me to find a passenger willing to change seat with my wife so that she could travel next to my baby boy"
Pros: "Good food and staff"
Cons: "Evething was good"
Pros: "The movie choices are endless!"
Cons: "I wish I was told about the Lan app to download before we took off"

Book cheap flights from Chile to Chicago Midway Airport

Recent round-trip flight deals

3/28Tue
1 stopLATAM Airlines
13h 23mSCL-MDW
10/17Tue
2 stopsLATAM Airlines
24h 35mMDW-SCL
$675
5/9Tue
1 stopLATAM Airlines
14h 55mSCL-MDW
5/21Sun
2 stopsLATAM Airlines
22h 30mMDW-SCL
$681
3/7Tue
2 stopsLATAM Airlines
30h 25mSCL-MDW
3/14Tue
1 stopLATAM Airlines
11h 38mMDW-SCL
$682
3/8Wed
1 stopLATAM Airlines
13h 43mSCL-MDW
3/15Wed
1 stopLATAM Airlines
18h 00mMDW-SCL
$685
3/1Wed
2 stopsLATAM Airlines
26h 45mSCL-MDW
3/16Thu
2 stopsLATAM Airlines
18h 30mMDW-SCL
$687
3/8Wed
1 stopDelta
13h 43mSCL-MDW
3/15Wed
2 stopsDelta
15h 55mMDW-SCL
$712
5/26Fri
1 stopLATAM Airlines
16h 25mSCL-MDW
7/2Sun
1 stopLATAM Airlines
15h 50mMDW-SCL
$721
5/27Sat
2 stopsLATAM Airlines
36h 02mSCL-MDW
7/1Sat
2 stopsLATAM Airlines
18h 05mMDW-SCL
$724
5/27Sat
1 stopLATAM Airlines
14h 55mSCL-MDW
7/1Sat
2 stopsLATAM Airlines
18h 05mMDW-SCL
$725
2/28Tue
2 stopsLATAM Airlines
35h 35mSCL-MDW
3/23Thu
2 stopsLATAM Airlines
26h 00mMDW-SCL
$728
5/26Fri
3 stopsLATAM Airlines
37h 35mSCL-MDW
7/1Sat
2 stopsLATAM Airlines
35h 25mMDW-SCL
$738
5/26Fri
2 stopsLATAM Airlines
22h 32mSCL-MDW
7/1Sat
2 stopsLATAM Airlines
35h 25mMDW-SCL
$740
5/28Sun
1 stopDelta
14h 55mSCL-MDW
7/2Sun
1 stopDelta
15h 50mMDW-SCL
$762
3/6Mon
2 stopsDelta
17h 06mSCL-MDW
3/13Mon
2 stopsDelta
15h 55mMDW-SCL
$803
5/26Fri
1 stopDelta
16h 25mSCL-MDW
6/30Fri
2 stopsDelta
19h 30mMDW-SCL
$812
3/13Mon
1 stopDelta
19h 12mSCL-MDW
3/25Sat
1 stopDelta
11h 38mMDW-SCL
$853
3/1Wed
1 stopDelta
20h 00mSCL-MDW
3/23Thu
1 stopDelta
18h 00mMDW-SCL
$873
4/7Fri
1 stopDelta
18h 12mSCL-MDW
4/17Mon
2 stopsDelta
19h 16mMDW-SCL
$892
12/20Tue
1 stopDelta
14h 43mSCL-MDW
12/30Fri
1 stopDelta
16h 07mMDW-SCL
$893
5/26Fri
2 stopsDelta
18h 01mSCL-MDW
6/30Fri
2 stopsDelta
14h 50mMDW-SCL
$903

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Recent one-way flight deals

1/24Tue
2 stopsMultiple Airlines
38h 42mSCL-MDW
$376
3/4Sat
2 stopsMultiple Airlines
16h 32mSCL-MDW
$391
12/19Mon
3 stopsMultiple Airlines
33h 15mSCL-MDW
$396
1/31Tue
2 stopsMultiple Airlines
38h 42mSCL-MDW
$398
1/16Mon
2 stopsMultiple Airlines
38h 17mSCL-MDW
$425
12/13Tue
2 stopsMultiple Airlines
39h 12mSCL-MDW
$440
12/13Tue
2 stopsMultiple Airlines
48h 27mSCL-MDW
$442
12/13Tue
3 stopsMultiple Airlines
33h 00mSCL-MDW
$458
12/13Tue
2 stopsMultiple Airlines
39h 12mSCL-MDW
$461
12/12Mon
3 stopsMultiple Airlines
48h 23mSCL-MDW
$471
12/13Tue
3 stopsMultiple Airlines
33h 00mSCL-MDW
$479
12/14Wed
2 stopsMultiple Airlines
27h 45mSCL-MDW
$481
12/13Tue
3 stopsMultiple Airlines
41h 19mSCL-MDW
$484
12/19Mon
2 stopsMultiple Airlines
46h 02mSCL-MDW
$499
1/10Tue
3 stopsMultiple Airlines
37h 59mSCL-MDW
$511
1/23Mon
3 stopsMultiple Airlines
26h 34mSCL-MDW
$512
1/24Tue
3 stopsMultiple Airlines
19h 04mSCL-MDW
$513
3/3Fri
2 stopsLATAM Airlines
35h 35mSCL-MDW
$647
2/12Sun
2 stopsDelta
21h 23mSCL-MDW
$658
3/24Fri
2 stopsLATAM Airlines
27h 51mSCL-MDW
$660

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Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Chile

Cabin classes:

$964

Browse origins: