Find Cheap Flights from Seattle to Chicago Midway (03A - MDW)

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Book cheap flights from Seattle to Chicago Midway (round-trip)

Airports
Origin
Seattle
$294
only
$294
Destination
Chicago
$294
only
$294
Tue, Jan 9
SEA
MDW
7h 26m
Sat, Jan 13
MDW
SEA
6h 18m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SFO
LAX
Excellent 10.0

Excellent service and upgraded snacks in economy

Nothing

MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

LGA
DFW
Excellent 10.0

On time with no drama

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

Thu, Jan 18
SEA
MDW
4h 00m
Sun, Jan 21
MDW
SEA
4h 40m
Trip: 4 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 11 reviews
Boarding
8.8
Comfort
8.5
Crew
9.0
Entertainment
8.0
Food
7.9
BNA
CHS
Excellent 10.0

Prompt boarding and smooth flight

SEA
MDW
Excellent 10.0

The flights were on time, leaving and arriving.

MSY
DAL
Excellent 10.0

Great!

N/a

SAT
MCO
Excellent 10.0

Great service

DAL
MSY
Excellent 10.0

Great

Thu, Mar 15
SEA
MDW
14h 45m
Sun, Mar 18
MDW
SEA
9h 33m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 8
SEA
MDW
4h 00m
Sun, Feb 11
MDW
SEA
4h 40m
Trip: 4 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 11 reviews
Boarding
8.8
Comfort
8.5
Crew
9.0
Entertainment
8.0
Food
7.9
SEA
MDW
Excellent 9.3

After serving the beverages of our choice, my attendant notice I had emptied my glass rather quickly and offered a second serving. I was impressed.

The seats are rather narrow making it difficult to keep my elbows tucked into my space and I'm not a large person. If I could change anything it would be cabin comfort.

DAL
AUS
Excellent 10.0

Southwest is always great. Best part is they are always on time

ISP
TPA
Good 7.6

I like that two checked in bags are included in the price. ISP is close to my home and easy to get in and out of. The airline is always on time, even when there is a late departure.

The seats have changed. They are narrower in width, the knee room is less, the staff while still professional is more serious, not as fun and friendly. Spicy snacks and peanuts are limited. Cookies go better with tea and coffee on the late night flights.

LAS
BWI
Excellent 10.0

Plane was on time. Boarding was seamless. Crew was very polite and attentive. I even had two coffees with hazelnut creamer. I love southwest and how they continue to offer amenities at no additional fee!

BNA
CHS
Excellent 10.0

Prompt boarding and smooth flight

Tue, Feb 13
SEA
MDW
8h 51m
Fri, Feb 16
MDW
SEA
8h 58m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

ATL
MEX
Excellent 8.6

Sandwich for dinner

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

Sun, Dec 31
SEA
MDW
8h 01m
Mon, Jan 8
MDW
SEA
8h 30m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

ATL
MEX
Excellent 8.6

Sandwich for dinner

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

Tue, Apr 10
SEA
MDW
6h 13m
Thu, Apr 19
MDW
SEA
9h 30m
Trip: 10 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SFO
LAX
Excellent 10.0

Excellent service and upgraded snacks in economy

Nothing

ATL
MEX
Excellent 8.6

Sandwich for dinner

LGA
DFW
Excellent 10.0

On time with no drama

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

LHR
JFK
Good 7.0

Delays!

Sat, Apr 14
SEA
MDW
7h 55m
Sat, Apr 21
MDW
SEA
9h 30m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

LHR
JFK
Good 7.0

Delays!

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

Sun, Apr 29
SEA
MDW
7h 57m
Mon, May 7
MDW
SEA
9h 30m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
DFW
Excellent 10.0

On time with no drama

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

LHR
JFK
Good 7.0

Delays!

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

Wed, May 2
SEA
MDW
5h 42m
Fri, May 4
MDW
SEA
6h 00m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

LGA
DFW
Excellent 10.0

On time with no drama

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

SFO
LAX
Excellent 10.0

Excellent service and upgraded snacks in economy

Nothing

Sun, Apr 29
SEA
MDW
7h 57m
Mon, May 7
MDW
SEA
9h 30m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

ATL
MEX
Excellent 8.6

Sandwich for dinner

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

Thu, Feb 15
SEA
MDW
8h 13m
Sun, Feb 18
MDW
SEA
8h 58m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

ATL
MEX
Excellent 8.6

Sandwich for dinner

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

LGA
DFW
Excellent 10.0

On time with no drama

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

Fri, Mar 16
SEA
MDW
7h 50m
Wed, Mar 21
MDW
SEA
6h 19m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

LGA
DFW
Excellent 10.0

On time with no drama

SFO
LAX
Excellent 10.0

Excellent service and upgraded snacks in economy

Nothing

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

Wed, Jun 20
SEA
MDW
6h 23m
Tue, Jun 26
MDW
SEA
8h 48m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

SFO
LAX
Excellent 10.0

Excellent service and upgraded snacks in economy

Nothing

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

Thu, May 24
SEA
MDW
5h 46m
Sun, May 27
MDW
SEA
6h 15m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

LHR
JFK
Good 7.0

Delays!

LGA
DFW
Excellent 10.0

On time with no drama

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

Thu, Jun 21
SEA
MDW
6h 16m
Mon, Jun 25
MDW
SEA
8h 20m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

LGA
DFW
Excellent 10.0

On time with no drama

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

Sun, Dec 24
SEA
MDW
10h 08m
Fri, Dec 29
MDW
SEA
7h 37m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MEX
Excellent 8.6

Sandwich for dinner

FLL
ATL
Good 6.0

The plane was really cool. Some more advanced technologies than other Airline companies. Crew was good too.

Issue happened with my landing. Didn't make it in time to next gate. Delta did everything they could to blame me, insulted me on The phone and definitely provided the worst customer service

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

Mon, Dec 18
SEA
MDW
8h 12m
Thu, Dec 28
MDW
SEA
6h 10m
Trip: 11 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

LHR
JFK
Good 7.0

Delays!

LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

Sat, Dec 23
SEA
MDW
9h 37m
Sat, Dec 30
MDW
SEA
6h 10m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

Sun, Dec 17
SEA
MDW
8h 22m
Wed, Dec 27
MDW
SEA
6h 10m
Trip: 11 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SFO
LAX
Excellent 10.0

Excellent service and upgraded snacks in economy

Nothing

LHR
JFK
Good 7.0

Delays!

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

ATL
MEX
Excellent 8.6

Sandwich for dinner

*
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