Find cheap flights from Bermuda to Chicago Midway Airport

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— MDW
May 20 — May 271
Round-trip
1 adult
Economy
0 bags
From?
To?
Fri 5/20
Fri 5/27

Top tips for finding cheap flights to Chicago Midway Airport

  • Looking for cheap airfare to Chicago Midway Airport? 25% of our users found tickets to Chicago Midway Airport for the following prices or less: From Hamilton $502 round-trip
  • High season is considered to be January, February and December. The cheapest month to fly from Bermuda is January.
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FAQs - booking Chicago Midway Airport flights

Top airline flying Bermuda to Chicago Midway

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 30739 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews

D lta is pretty good, not a big fan of American. Had a lot of issues with connections and American, not with Delta recently

Read more about Delta

D lta is pretty good, not a big fan of American. Had a lot of issues with connections and American, not with Delta recently

would have preferred to have healthier/gluten free options for the snacks. We asked and were told that cookies or gold fish were the only options.

Took longer to get our bags than the actual flight.

The staff was very friendly and professional.

The flight crew was very rude to people they thought were ignoring mask mandate. There was a lady that said her mask had slipped down and the flight attendant was very rude to her. When is the mask mandate going to be lifted? I wore my mask the whole time but really ridiculous that I have to still wear it. I have been fully vaccinated since February.

Thanks

Pros: "The crew was extremely helpful and friendly!"
Cons: "The seats, overall, could have been more comfortable... I have somewhat of a backache after my trip."
Pros: "Crew was night seat sucked plane was cramped"
Pros: "live tv, watched the formula one race"
Cons: "Seats were not comfortable, and the side panel at my feet was broken off and i could see through the floor of the plane"
Pros: "You know what you are getting with Delta"
Cons: "The economy seats were really tiny, this made the flight fairly uncomfortable"
Pros: "I like the entertainment on Delta."
Pros: "Crew was excellent. Love the delta app so we could watch movies"
Cons: "Wish there was in flight entertainment on the seat back. Also charging capacities in the seats."
Pros: "Nothing exceptional stands out"
Cons: "Flight was not on time"
Pros: "The crew was excellent, friendly, and efficient."
Cons: "The most difficult part was boarding and deboarding due to some of the passengers not listening to the guidance of the crew."
Pros: "N/a"
Cons: "The crew members were very rude and they called me an IDIOT!! Yes they did because the forced me to check my carry on bag and i didnt want they are racists"
Pros: "Delta’s crew is always the best. On schedule"
Cons: "This was a 2 hour flight, some entertainment would be nice..."
Pros: "Super nice gate agent, doing her best to get us out on time but very clear spoken and nice about it!"
Cons: "No monitors for entertainment!? FA was just ok, nothing bad but sure not a standout."
Cons: "They run out of options because I was sitting at the tail of the aircraft. So I didn't eat much."
Pros: "see above"
Pros: "The service on our flight was absolutely amazing, the food was surprisingly great, and the long ride was as comfortable as it could have been in an economy booking."
Cons: "My entertainment pad malfunctioned the whole time, even after it was reset. Thankfully I had enough things to keep me busy on my own, but it still would have been nice to have."
Pros: "The flight was nearly full, but I lucked out. One person in my row did not show up, so myself and the other lady in my row had the benefit of having an open seat in between us. The crew was cheerful and accommodating. They did the normal beverage service, but also brought complimentary water and coffee 3x during the rest of the flight. This was greatly appreciated, especially after 5 days of drinking and partying. My buddies and I spent two and a half days in Las Vegas for a bachelor party followed by two days in the LA area for a wedding (yes we did it Hangover style) :) Thank you Delta!"
Cons: "My only complaint was that the flight was delayed out of LAX by about 30 minutes due to the flight in-bound being delayed. However, the captain made up most of this time in the air so it ended up being a non-issue."
Pros: "It's a fast flight and boarding was quick."
Cons: "The terminal at LGA airlines is terrible."
Pros: "The flight was delayed by 50 minutes and then they underestimated the time to de-ice."
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."
Pros: "Well, the seats and the lavatories are smaller than ever. And I am quite petite."
Pros: "Crew were excellent"
Cons: "Flight delayed 45 minutes"
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: "Crew was top notch as usual."
Cons: "Entertainment screens were tiny. Smaller than a galaxy note screen. Need major upgrades"
Pros: "Nothing"
Cons: "Terrible staff"
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."
Cons: "Much older plane. Not as comfortable as some other planes I've been on."
Pros: "I board sky priority or sooner so it always goes well."
Cons: "Delta could do a little more to align people behind the right zone pillars when lining up for boarding. Passengers especially those not used to flying or flying with Delta are always confused. Maybe some stripping on the floor could help or pillars at the front and midway back."
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: "Boarding was efficient, crew was professional."
Cons: "STILL annoyed that $300+ only entitles me to a cup of soda and a bag of pretzels..."
Pros: "Service was very nice."
Cons: "The flight was insanely delayed. Three hours. With a major product launch the next day, it was not ideal."
Cons: "Flight attendant kept giving nasty looks to a little girl that has to keep going to the bathroom. She also served drinks and crossed over my face each time without even saying "Excuse me." She kept bumping me with the drink buggy and didn't say a word."
Pros: "Spacious, clean, great host and hostesses. The flight arrived at our destination 30 minutes early."
Cons: "Nothing."
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: "2 seats by windows, rather than 3, and the roominess plus ease of using the media tv screen and options. the beverage options and food options were plentiful as well as good quality."
Pros: "We were on time!!!!"
Cons: "I've had friendlier flight attendants"
Pros: "The crew from SYD to LAX was absolutely excellent! The food is always plenty and hot, and I really appreciate being given a whole bottle of water. Also, thank you for leaving snacks out for us especially those who sleep through the meal service. Very satisfied with the airline so far!"
Pros: "I liked how how accommodating the Korean Air and Delta Air staff are. From boarding to in-flight, they were all smiling though i know they were tired."
Cons: "The movie selection was limited."
Pros: "On time, great service"
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 staff was friendly and curtious"
Pros: "The flight attendants."
Cons: "Wi go didn't work and wasn't free."
Pros: "Always have great experience with Delta flight attendants and staff. The entertainment on mobile phone was a really nice add-on, I had never seen before."
Cons: "Flight was delayed in taking off, waiting for connecting passengers. Plane was old, which is most Delta planes, but this one showed it. The tray table looked like it was from the 70s or 80s. Flying into Midway instead of O'hare was anticlimactic."
Cons: "I wasn't able to choose my seat even though I bought my ticket a while back. Seat assignments were given at the gate and we were never given a real reason for this. I ended up in a middle seat sandwiched between people, and the man at the end slept the entire time, making it difficult to get up and walk around which I need to do as I am prone to DVTs."
COVID-19 information

Safety measures for airlines flying from Bermuda to Chicago Midway Airport

Airlines flying from Bermuda to Chicago Midway Airport 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 Bermuda to Chicago Midway Airport

Mandatory masks

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

Social distancing seating

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

Pre-flight testing

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

Flexible cancellations

Waiving of change fees. Search flexible flights from Bermuda to Chicago Midway Airport

Book cheap flights from Bermuda to Chicago Midway Airport

Recent one-way flight deals

6/16Thu
2 stopsDelta
19h 45mBDA-MDW
$388
5/28Sat
2 stopsDelta
19h 42mBDA-MDW
$431

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Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Bermuda

Cabin classes:

$502

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