Find cheap flights from Vail to Chicago Midway Airport

EGE - MDW

Find cheap flights from Vail to Chicago Midway Airport

Round-trip
Economy
Vail (EGE)
Chicago Midway
Tue 11/24
Tue 12/1
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

FAQs for booking Vail to Chicago Midway Airport flights

Are there Chicago Midway Airport travel restrictions currently due to Coronavirus?

How long does a flight from Vail to Chicago Midway Airport take?

Which airlines provide the cheapest flights from Vail to Chicago Midway Airport?

Do I need a passport to fly between Vail and Chicago Midway Airport?

How does KAYAK find such low prices on flights from Vail to Chicago Midway Airport?

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

What is the Hacker Fare option on flights from Vail to Chicago Midway Airport?

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

Top airline flying Vail Eagle County to Chicago Midway

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,783 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "We arrived around 39 minutes early and the whole process was very smooth"

Cons: "Nothing, really. Airlines unfortunately can’t make people patient or polite, & I can’t afford a private jet, so I’ll have to settle for an eye roll or twelve."

Pros: "Assertive"
Cons: "Hand out headphones, my phone doesn’t have compatibility."

Cons: "Being given seats at the gate. I like to choose my seat."

Pros: "Crew. Alcohol and water bottles. Food. Entertainment. Comfort"

Pros: "The staff was very nice and helpful with prechecking my bag at the gate."
Cons: "Food / snack choices are unhealthy and limited. The cabin was not clean when I got to my seat. There was trash in my pocket and crumbs on the ground."

Pros: "Confort was minor but ok"
Cons: "The flight was not on time. The staff broke my carry-on zip for expansion and refuse to admit it was a suitcase damage which need to be repair. They said put a belt around it to use it !!!! It is a 1 year new piece of luggage from Delsey which is a very good quality brand and expensive!!!!!!"

Cons: "It was ridiculously cold for 2 1/2 hours. When my seat mate asked for a blanket, the stewardess said she only had one more - then walked off. For drinks, they skipped several people. I had to catch her eye to ask for one and then ask her to get my kids a drink in front of me."

Pros: "Nothing exceptional stands out"
Cons: "Flight was not on time"

Pros: "Delta service is always great!"

Pros: "Small plane without bells and whistles and no middle seats."
Cons: "The internet would not work. I couldn’t use any of the inflight entertainment."

Pros: "Movies were good, once in flight it was a smooth ride"
Cons: "Communicate better during the delay"

Pros: "The crew was absolutely amazing!! So kind and helpful! The captain also took a beautiful path around Rainier during a gorgeous sunrise!! The seats were very comfortable and the flight was smooth even though it was a smaller plane (Skywest). I will absolutely fly Skywest again!"
Cons: "It’s an older plane and needs a little work; but don’t we all?! ;)"

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: "The snack between two meals"
Cons: "The main dish of meal, Tooth brush"

Cons: "Flight was delayed and we missed our connection in Atlanta. We’re put on standby on the 2 later flights with no guarantee of seats. Flights out the next morning we’re booked as well. Would’ve had to wait until 2pm for a flight home. Decided to switch destinations and rent a car to get home. Luggage also wasn’t on plane to Columbia, SC either even though they said they would be!!"

Pros: "see above"

Pros: "Crew and entertainment options were great."
Cons: "Cabin was very loud, with jet engine noise. Could not block it out. Seats were not comfortable."

Pros: "The crew was very nice. Quite helpful and pleasant."
Cons: "The only small item is the gate size in MSP. Always a bit crowded but still departed on time so it’s not a large issue."

Pros: "This flight was spectacular! I loved how the flight attendants served with pleasure and delight! They are very polite and patient, especially with the children. I have never seen flight attendants work with so much compassion and joy!"
Cons: "This would have to be my best flight so far!"

Pros: "Nothing"
Cons: "Multilpe delays"

Pros: "Great overall flight, as expected in Delta’s first class."
Cons: "Boarding was a little confused. Crew was excellent as usual, but seemed to stop service in the last hour. Food was good, but they ran out of my preferred option. No screen entertainment, but access to entertainment was available via the WiFi."

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: "Flight was moved up from 830am departure to 6am departure with very little notice, and my layover was reduced from almost 2hrs to 30 minutes. Then, my bag was lost. Terrible."

Cons: "767-400 with the old entertainment system. small screen with poor quality and a number of people's had to be reset multiple times."

Pros: "My original flight from MSP to Grand Forks had the nicest pilot that went above and beyond his duties on and off aircraft."
Cons: "Switched planes 3 times, Gates 4 times and little communication on what to expect now, and moving forward. Ended up delayed on jetway 90 minutes before returning to gate to be switched on and off planes for 4 hours Also Delta broke my suitcase in 4 spots I will be contacting delta about this horrible experience!!!"

Pros: "Very friendly and professional gate agent and flight attendant"

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"

Cons: "Seats are too small in both width and knee room"

Pros: "Flight all left on time and actually arrived early. Nice to have free movies, shows, etc. Good selection of current stuff"
Cons: "Seat spacing width is too narrow. Knee room was good as we had an exit row."

Pros: "Boarding, checking in etc. The usual stuff, nothign spectacular."
Cons: "Seats are getting too crowded!"

Pros: "Empty seat next to me and actually got to stow my bag overhead. Good entertainment options. On-time departure and arrival."
Cons: "Wi-Fi not functioning for second flight in a row. No food available for purchase, not even snack boxes. Best I could get was three bags of almonds."

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: "The flight attendants were great."
Cons: "Felt like a sardine . Just like ALL fights these days."

Cons: "Seats are hard. Sat in the exit row."

Pros: "Everything else"

Pros: "Friendly crew"
Cons: "Seats too close. Food lacks salads. Fruit salad tasteless--fruit not ripe--looks good, but no taste."

Pros: "Plenty of entertainment options Frequent meals and snacks Attentive service from flight crew"
Cons: "Boarding process was slower than anticipated One of our bags did not make it"

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: "Whereas our flight out from Raleigh to JFK where everything that could possibly go wrong did(late crew, boarding computer problem, mechanical issues with the plane, gate problems, missed connection) this last leg of our trip back was flawless. Everything was on time, and the crew was friendly and attentive. We had exit row seats so the leg room for this 90 minute flight was great compared to our first part (London-Atlanta)"

Pros: "The staff of the flight were very friendly and attentive. They were great!"

Cons: "Delays and ground chaos nearly caused us to miss our international connection. Gate staff unable to provide assistance with booking on connecting partner airline. Gate staff unaware of new terminal 3 to TBIT airside shuttle nearly directed us to leave domestic and requeue for international security. Will like skip Delta connectors to long haul international flights and just fly direct from SFO."

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: "Great helpful​ happy staff, made you feel welcome. Good atmosphere and peaceful. Food excellent."
Cons: "On transatlantic flight , seats comfortable but inadequate recline for a night flight and no footrest."

Pros: "The gate agent helped half a dozen people (not including those described below) understand they were boarding with the wrong group."
Cons: "Fully one-quarter of the passengers boarded as disability or premium. This included a party of eight that boarded with one person in a wheelchair because "We're all together.""

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: "flight crew was nice"
Cons: "Very old dirty plane"

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."

Read more about Delta

Book cheap flights from Vail to Chicago Midway Airport

Recent round-trip flight deals

2/9
Tue
1 stop
Delta
7h 32m
EGE - MDW
2/10
Wed
1 stop
Delta
7h 01m
MDW - EGE
2/9
Tue
1 stop
Delta
7h 32m
EGE - MDW
2/10
Wed
1 stop
Delta
6h 46m
MDW - EGE
2/9
Tue
2 stops
Multiple Airlines
13h 17m
EGE - MDW
2/10
Wed
1 stop
Multiple Airlines
7h 01m
MDW - EGE
2/9
Tue
2 stops
Multiple Airlines
13h 17m
EGE - MDW
2/10
Wed
2 stops
Multiple Airlines
14h 52m
MDW - EGE

Recent one-way flight deals

1/21
Thu
1 stop
Delta
7h 32m
EGE - MDW
1/21
Thu
2 stops
Multiple Airlines
13h 17m
EGE - MDW

Search by stops

Search by airline
-
1
  • Round-trip
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First