MDW - TYO

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1 adult
Economy
0 bags
Sat 3/4
Sat 3/11

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When to book flights from Chicago Midway Airport to Tokyo

Estimated round-trip price
Average price per month
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Top tips for finding a cheap flight out of Chicago Midway Airport

  • Morning departure is around 4% cheaper 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 for booking Chicago Midway Airport to Tokyo flights

Top airlines flying Chicago Midway to Tokyo

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 29326 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews
Pros: "Getting to know the crew who served me in delta one was great! Food service was done pretty quickly and good snacks available."
Read more about Delta
Pros: "Getting to know the crew who served me in delta one was great! Food service was done pretty quickly and good snacks available."
Pros: "The crew had an amazing personality. They definitely enhanced my experience"
Cons: "Nothing"
Pros: "Smooth and fast."
Cons: "Headphones should be free. Also some free food would be nice."
Pros: "Crew was great"
Cons: "Lots of screaming children. Not much to be done about that."
Pros: "Crews are very friendly"
Pros: "Just the crew was super sweet and amazing. Everything else sucks. My seat won't recline and the flights get delayed all the time. Worst was the state LaGuardia is in right now."
Cons: "More on time performance would be great from Delta. Seats that actually recline and not get stuck. Screens in all the seats to enjoy entertainment."
Pros: "Nice short flight, crew was nice."
Pros: "Great crew serving God beverages and meals. The was a variety of Entertainment from which to choose."
Pros: "There is Nothing that like"
Cons: "If you allowed me to get in this flight everything would've been fine.?"
Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."
Pros: "It was horrible. Delta really should have cancelled and refunded the flight altogether."
Pros: "Seats are comfortable, crew was great, overall a smooth flight"
Cons: "The fact that airlines are trying to charge for every little add-on is pretty annoying. 2 dollars for headphones? Don't even get me started with their snack boxes..."
Pros: "I’m always pleased with our delta flights to and from Atlanta. Our flight was on time, the comfort plus seats are comfy enough, and the flights are quick and easy."
Cons: "Everything was great on our flight."
Pros: "Free messaging during flight was REALLY nice!!! Smooth flight, early arrival, good coffee, variety of drinks, entertainment system worked very well and fast."
Cons: "Seat bottom cushion was not comfortable, also I think my seat was broken as any time I leaned forward it returned to upright position. Food was good but need more snack for a long haul flight. Needed more drink offers between meals."
Cons: "At least one hour late"
Pros: "Excellent crew."
Cons: "Could not get the delta Wi-Fi to work. Also my seat nearphone jack was broken."
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: "Not comfortable and not helpful"
Cons: "Some rude staffs , not helpful"
Pros: "Nothing really getting home"
Cons: "Freezing whole flight Coffee was warm not hot Lady in front of me never charged for her drink (beer)"
Pros: "Great flight attendants and crew, 30 min early!!"
Cons: "Nothing"
Pros: "Although our flight was fully booked. The crewmembers on this flight was professional, friendly and efficient. We boarded quickly and took off on time. We even arrived ahead of schedule. Each passenger was given free headphones and complimentary beverages and snacks. I love Delta they are a cut above the rest. They are constantly striving to put the customers needs and wants top priority"
Cons: "Tight seats need more legroom"
Pros: "An updated 717. A bit better"
Cons: "717"
Pros: "Easy boarding nice clean and spacious, I am tall so it is sometimes difficult to have enough space in aricraft. Staff was very nice, polite and helpfull during the long 12h flight, very nice job indeed!"
Cons: "Delay was over an hour"
Pros: "I was booked for the late flight. There was an earlier flight with space. But I had to pay $200/seat to get to the earlier flight. WHY? Why make a family of 5 way several more hours? Why can't you be like Southwest?"
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: "Nothing"
Cons: "Multilpe delays"
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: "Crew was lovely"
Cons: "CRJ-700 is too small. Only one bathroom & it was broken. Hour late to depart & no explanation given. Never turned off the seatbelt sign & we ended up on the plan for approx 2.5hrs for our 1hr flight."
Pros: "Rare, the flight wasn’t so full that everyone was uncomfortable. The flight attendant staff were friendly."
Pros: "Nothing"
Cons: "The poor service provided to customers when a flight gets delayed, there was no explanation, no gate, we were walking around the airport without any information and the food voucher barely cover a meal."
Pros: "Not applicable"
Cons: "The flight was delayed twelve hours and was not given any compensation even though i had to stay the night at the airport with no blanket or pillow and no freebies of any sort. The gates kept changing. I got up to move to the correct gate at least four times during the night. The next mornings flight was behind schedule as well. I want compensation for my poor delta experience."
Pros: "Nothing"
Cons: "Felt agents held me back at the check-in counter resulting in me missing my initial flight and voiding my complete routing. Had to fly on a flight 7hrs after my booked flight because Delta had no other option (very untrue as there were other airlines flying to my final destination. Delta just didn't bother providing good customer service"
Pros: "really great service, arrived early, as good as it gets."
Cons: "Got put on standby despite having purchased my ticket over 1 month in advance"
Pros: "Fast boarding, we even left early! Very kind crew. Flight was WAY shorter than it said on our itinerary!"
Cons: "No TVs and couldn’t get wifi to work. Small plane, slightly uncomfortable."
Pros: "Power outlets, snacks, beverages."
Cons: "Boarding (goes faster if the rear of the plane boards first), delay, insufficient space at seat, no advance notification of needed app for entertainment access, app not available on kindle fires."
Pros: "Short no frills flight that was comfortable with no issues."
Pros: "Comfort and boarding"
Cons: "Delay and food"
Pros: "Very friendly and helpful staff."
Pros: "It was my husband's birthday and the stewardess (red dress, long brown hair) went out of her way to make him feel special by bringing champagne, cookies and even chocolate once we were getting off the plane. I was very touched."
Cons: "The guy next to me was kind of smelly but was very nice."
Pros: "Crew was good."
Cons: "Plane was late"
Pros: "Everything else fine."
Cons: "Made me check my bag - even though ther was plenty of overhead bin space."
Cons: "My bag was damaged when I arrived at Orlando."
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."
Pros: "Snacks included bananas."
Cons: "Forced to gate check a bag that fit within the size constraints."
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: "Nothing"
Cons: "Everything. Boarded, day on the runway for nearly 3 hours, and then cancelled. No hotel allowance and all hotels near LGA full."
Pros: "The flight crew was nice and polite. They served drinks and snacks in a timely manner while on the flight."
Cons: "Flight was scheduled to leave early, the plane arrived, but they couldn't turn the plane around fast enough. We left the gat late, then pilot said we would still be arriving half an hour early. We arrived about 45 minutes late, and that was a problem because our connecting flight was due to depart now in 15 minutes. Lightning forced the airport to shutdown, which was great, we had a chance to catch our flight, but we were stuck in the airplane, and we couldn't get to our gate until the all-clear. I know this is not Delta's fault, but they did arrive quite late on a flight that, according to them, would be early. They also never communicated to the other flight that there were several passengers catching that connection. So by the time we had ran to catch our connection they had closed the ramp. Lightning hit again, and they shutdown the airport once again, so the airplane was still at the gate for about an hour, and they did not allow the 20+ passengers to board that plane, which was right there. So frustrating. The only thing that saved it was that our new flight was the new airbus, and although it left an hour and a half later, the comfort level was phenomenal."
Pros: "Not the newest 777, but everything went well on this flight - food, comfort and service were all first rate in Delta's business class section."
Cons: "The salad was the only weak point in the dinner."
Pros: "Nothing same useable"
Cons: "No need"
Cons: "Entertainment"
Cons: "Like to have some reading materials"
Pros: "Flights arrived early, boarding was very smooth"
Cons: "Kids on the flight were extremely disruptive despite flight attendants’ attempts to get them settled down"
Pros: "The crew was very nice"
Cons: "Seats are uncomfortable and there’s no tv for entertainment."
Cons: "Everything"
Pros: "Swat was okay, crew was great"
Cons: "Wifi no work, loading was a bit of a joke"
Cons: "Seats too narrow"
Pros: "Check in was quick and easy. Boarding and flight was right on time!"
Pros: "The movies"
Cons: "So far so good"
Pros: "The staff on board made us completely forget we just experienced a terrible 6 hour experience in the hands of westjet from punta cana. The airport staff and security were efficient and all friendly. Helped us every step of the way. But again, a big thank you to the 4 flight attendants on the ws 254 to Halifax. Made our crappy day much better simply by being a friendly and happy face."
Cons: "Didnt like having to connect but understand that was to my own booking."
Pros: "Good movies...uuneventful flight and on time. Good service and funny steward."
Cons: "The ground crew in Calgary were slow getting boarding ramp onto aircraft. Little leg room in coach in rear seats."
Pros: "Crew was amazing."
Cons: "On time"
Cons: "The flight left without me"
Pros: "On time, friendly staff and service."
Pros: "Stewards and in cab crew worst ever encountered. No smiles, obnoxious and unopologetic when smashing me with cart. Pilot was the exception, warm and professional and a great landing."
Pros: "Most employees were courteous."
Cons: "Flights were delayed multiple times . boarding was slow, seemed un organized."
Pros: "The airline crew was amazing. The airport staff went above and beyond to help my mother through the airport."
Cons: "Old plane. No WiFi. Movie options were limited."
Cons: "Coffe was soooo bad!"
Pros: "Quick"
Cons: "A little cold"
Cons: "The flight delay"
Pros: "I like the fact that there's a free snack even though its a short flighy. I love it! Cabin crew are so nice and friendly. Very accomodating. Im planning to go back to New York on September."
Pros: "Quick flight"
Cons: "Seats were too narrow, plane was changed to what looked like a smaller plane. Everything else wasn’t WestJet’s fault. Red eye flight and jerk behind me left his light on the whole flight and giy beside me kept rib checking me, preventing me from sleep. By the time plane landed I had been up 23 hours."
Cons: "It didn't happen"
Pros: "Loved the chopped leaf options for food. Had a tasty wrap and glass of wine :)"
Cons: "I wish the staff were more helpful regarding my infant carrier & stroller as I was travelling solo with a 3 month old & struggled to manage things. Eventually another passenger assisted."
Pros: "STAFF WAS GREAT"
Cons: "CHECK IN OVERHEAD BIN RULES NOT ENFORCED-NO ROOM FOR MY ONE PIECE"
Pros: "Crew & direct flight"
Cons: "Food selection & entertainment"
Pros: "We survived"
Cons: "On an 8 hour flight there’s no complimentary meal. I paid for a meal and it was worse than free plane food and starved for the rest of the trip. The chairs were horribly uncomfortable with no lower back support and we were not even given pillows and blankets. There was also no free entertainment. I rented a tablet and had it taken away an hour before landing while I was in the middle of a movie. I might have been ok with that if the flight attendant had politely asked for it back rather than rudely waving and pointing while I stared at her blankly trying to figure out what she wanted. Next time I’ll pay a bit more for an airline that respects its passengers and our comfort."
Pros: "Quick flight, boarding in Vancouver easy, close to security, it crowded."
Cons: "Connection in Toronto was tight. The flight to bos boarded late so we didn’t miss it but we cleared security and customs to US and ended up there 5 min after scheduled pre boarding time."
Pros: "Nothing"
Cons: "Everything"
Cons: "2 hour delay, small plane, rude crew"
Pros: "I liked the ease in getting through security."
Cons: "Indidn’t Like that that the flight was delayed by more than 1 hour. I really do mean t believe that it was because the pilot was late. I think that it was a way to arrive at the Regina airport when other planes arrived to save airport fees."
Pros: "left on time"
Cons: "I was not given the prepurchased food item I ordered"
Pros: "Nothing"
Cons: "Let me see, waited over an hour for a flight to catch up from Ottawa. Now flight to Vancouver over an hour late, gets in about 10 minutes before flight to Hong Kong leaves. So they say will wait for us as flight not full. Nope, flight leaves without 7 of us. Got the " don't know what happened" look. So they give us a $60 dollar food voucher, and take us to hotel because now must wait 12 hours for next flight. Tell us to be in lobby at a certain time to catch shuttle back to airport. Time comes, sorry no room, and buggers off. They call taxis, when drivers find drive for vouchers, tell us to load own baggage! Not likely to fly West Jet again."
Pros: "the westjet app is great. however the flight home did not have it.."
Cons: "on our westjet to Puerto Vallarta the air conditioning vent above my brother's seat dripped all over him. on the trip back the screen on the back of the seat in front of my other brother didn't work so we had to share. not terrible, but a little annoying considering the amount we pay for tickets."
Pros: "The flight attendants where really nice and so was the service wouldn't change a thing here."
Cons: "I didn't like that someone was reclining in there seat in front of me and it was so far down that it was uncomfortable even to sit in my seat or get to my table. Also was very disappointed that I had to pay for food even though it was way over 8 hours, in the end didn't even bother about food was not much of a choice. Also no TV on this long haul flight was really disappointed again, so I had to pay for a tablet was hugely disappointed. Needed more leg room was cramped on this flight."
Pros: "Ease to board, on time boarding"
Cons: "Return to gate prior to take off"
Pros: "Crew"
Cons: "Delay"
Pros: "The reliable, friendly crew"
Pros: "The airline attendants were very friendly"
Pros: "Great leg room, flight was on time. Flight attendants were super nice and accommodating."
Cons: "No TV screens, but there was an alternate"
Pros: "Friendly WestJet Staff."
Cons: "Long hike to the plane but the price of airport expansion."
Pros: "On time, arrived even half an hour early on the way back. Staff in flight and checking in at YVR amazing. Overall, good spacing for knees between rows, staff awesome, flight on time sharp... great experience so far!"
Cons: "Staff at checking in kiosk at LAS wasn't so friendly."
Pros: "This was my first time flying Plus and I don't think I can ever go back. Worth every penny."
Cons: "Didn't know I needed to download Westjet app before the flight and bring my own device"
Pros: "American Airlines stated that a checked in bag would arrive at final destination however after leaving the customs area I confirmed this with a Wesjtet agent and this was not the case. Westjet helped to contact an AA representative and, have the bag passed through so as not to delay the tight connection. Very very impressed with this assistance and thankful. The bag arrived home when I did."
Cons: "Toronto Airport has an extremely slow and packed customs line.. Flight was almost missed due to this as well as long distance to gate."
Pros: "Price"
Cons: "Seats are tooo small. Plane too warm and air nozzle pressure too weak. Shape of window made seat even more narrow. Wow!"

Book cheap flights from Chicago Midway Airport to Tokyo

Recent round-trip flight deals

2/25Sat
2 stopsMultiple Airlines
30h 10mMDW-NRT
3/6Mon
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33h 10mNRT-MDW
$1,014
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4/5Wed
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5/6Sat
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5/6Sat
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3/13Mon
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$1,261
4/2Sun
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16h 47mMDW-HND
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4/2Sun
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5/3Wed
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5/2Tue
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5/2Tue
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4/29Sat
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$1,420

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5/26Fri
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6/20Tue
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4/26Wed
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1 stopDelta
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Chicago Midway Airport - Tokyo Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Tokyo - Chicago Midway Airport

Cabin classes:

$11,192
$1,863
$1,055

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