Find Cheap Flights from Seattle/Tacoma Intl to Chicago Midway (SEA - MDW)

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FAQs for Booking Seattle/Tacoma Intl to Chicago Midway Flights

How long does a flight from Seattle/Tacoma Intl to Chicago Midway take?
An average nonstop flight takes 5h 46m, covering a distance of 2783 km.
How many flights are there between Seattle/Tacoma Intl and Chicago Midway?
There are 38 (nonstop) flights between Seattle/Tacoma Intl and Chicago Midway per week, averaging 5 per day.
Which airlines provide the cheapest flights from Seattle/Tacoma Intl to Chicago Midway?
In the past 3 days, the cheapest round-trip tickets were found on Delta (C$ 377)
Do I need a passport to fly between Seattle/Tacoma Intl and Chicago Midway?
No.
Which airlines fly most frequently between Seattle/Tacoma Intl and Chicago Midway?
Southwest (5 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly from Seattle/Tacoma Intl to Chicago Midway?
For Seattle/Tacoma Intl to Chicago Midway, Tuesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Chicago Midway back to Seattle/Tacoma Intl, the best deals are generally found on Tuesday, with Sunday being the most expensive.

Good to Know

Low Season:
February
Best time to beat the crowds
3%
expected price decrease
High Season:
August
Most popular time to fly
9%
expected price increase
Average price:
C$ 466
(avg. price over the last 2 weeks)
Good Deal:
C$ 401
or less (round trip)

When to Book Flights from Seattle/Tacoma Intl to Chicago Midway

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for C$ 401 or less.
The cheapest flight from Seattle/Tacoma Intl to Chicago Midway was found, on average, 82 days before departure.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be July, August and September. The cheapest month to fly is February.
Morning departure is around 3% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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

Airports
Origin
Seattle
C$ 377
only
C$ 377
Destination
Chicago
C$ 377
only
C$ 377
Tue, 30 Jan
SEA
MDW
5h 46m
Tue, 6 Feb
MDW
SEA
6h 59m
C$ 377
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
GSO
ATL
Excellent 10.0

Plane nice and comfortable

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

DTW
BNA
Mediocre 2.0

Sat on the plane on the tarmac for over an hour in the cold...

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

JFK
ATL
Excellent 8.3

We had the best flight attendant ever! Her name was Sharon on Eandeavor / Delta Cnx, and she made the experience the best flight I've experienced. Thanks Sharon for being awesome!

window seat in back didn't have window

Tue, 27 Feb
SEA
MDW
9h 10m
Wed, 28 Feb
MDW
SEA
9h 08m
C$ 377
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

JFK
ATL
Excellent 8.3

We had the best flight attendant ever! Her name was Sharon on Eandeavor / Delta Cnx, and she made the experience the best flight I've experienced. Thanks Sharon for being awesome!

window seat in back didn't have window

Wed, 17 Jan
SEA
MDW
5h 51m
Mon, 22 Jan
MDW
SEA
9h 33m
C$ 389
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

GSO
ATL
Excellent 10.0

Plane nice and comfortable

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

Thu, 15 Feb
SEA
MDW
8h 13m
Tue, 20 Feb
MDW
SEA
8h 58m
C$ 407
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

GSO
ATL
Excellent 10.0

Plane nice and comfortable

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

Tue, 6 Mar
SEA
MDW
8h 33m
Tue, 13 Mar
MDW
SEA
7h 15m
C$ 407
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

JFK
ATL
Excellent 8.3

We had the best flight attendant ever! Her name was Sharon on Eandeavor / Delta Cnx, and she made the experience the best flight I've experienced. Thanks Sharon for being awesome!

window seat in back didn't have window

BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

Sat, 30 Dec
SEA
MDW
8h 13m
Sat, 6 Jan
MDW
SEA
6h 20m
C$ 438
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

Tue, 24 Apr
SEA
MDW
5h 46m
Mon, 30 Apr
MDW
SEA
6h 00m
C$ 438
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

Tue, 1 May
SEA
MDW
8h 38m
Tue, 8 May
MDW
SEA
8h 48m
C$ 438
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

Wed, 21 Mar
SEA
MDW
6h 12m
Mon, 26 Mar
MDW
SEA
6h 19m
C$ 470
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

Sun, 29 Apr
SEA
MDW
7h 57m
Mon, 7 May
MDW
SEA
9h 30m
C$ 470
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

Wed, 6 Jun
SEA
MDW
6h 28m
Wed, 13 Jun
MDW
SEA
7h 33m
C$ 502
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

Fri, 29 Dec
SEA
MDW
5h 53m
Wed, 3 Jan
MDW
SEA
6h 20m
C$ 593
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DTW
BNA
Mediocre 2.0

Sat on the plane on the tarmac for over an hour in the cold...

LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

JFK
ATL
Excellent 8.3

We had the best flight attendant ever! Her name was Sharon on Eandeavor / Delta Cnx, and she made the experience the best flight I've experienced. Thanks Sharon for being awesome!

window seat in back didn't have window

BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

Wed, 2 May
SEA
MDW
7h 27m
Sun, 6 May
MDW
SEA
9h 30m
C$ 593
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

JFK
ATL
Excellent 8.3

We had the best flight attendant ever! Her name was Sharon on Eandeavor / Delta Cnx, and she made the experience the best flight I've experienced. Thanks Sharon for being awesome!

window seat in back didn't have window

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

Tue, 10 Apr
SEA
MDW
6h 13m
Sat, 14 Apr
MDW
SEA
7h 18m
C$ 601
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
GSO
ATL
Excellent 10.0

Plane nice and comfortable

DTW
BNA
Mediocre 2.0

Sat on the plane on the tarmac for over an hour in the cold...

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

Sun, 29 Apr
SEA
MDW
5h 46m
Mon, 7 May
MDW
SEA
6h 00m
C$ 637
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

DTW
BNA
Mediocre 2.0

Sat on the plane on the tarmac for over an hour in the cold...

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

Mon, 25 Dec
SEA
MDW
6h 17m
Wed, 3 Jan
MDW
SEA
6h 20m
C$ 644
Trip: 10 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

Sat, 23 Dec
SEA
MDW
9h 30m
Sun, 31 Dec
MDW
SEA
6h 53m
C$ 948
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
ATL
Excellent 8.3

We had the best flight attendant ever! Her name was Sharon on Eandeavor / Delta Cnx, and she made the experience the best flight I've experienced. Thanks Sharon for being awesome!

window seat in back didn't have window

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

GSO
ATL
Excellent 10.0

Plane nice and comfortable

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

Tue, 13 Feb
SEA
MDW
7h 26m
Tue, 20 Feb
MDW
SEA
9h 08m
C$ 981
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

JFK
ATL
Excellent 8.3

We had the best flight attendant ever! Her name was Sharon on Eandeavor / Delta Cnx, and she made the experience the best flight I've experienced. Thanks Sharon for being awesome!

window seat in back didn't have window

BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

AMS
DTW
Mediocre 2.0

The most horrible experience. Pathetic to say the least. No water in the flight lavotries. Such a pathetic service from so called top airline.

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

Show more results
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Prices are per person, are for e–tickets and include all taxes & fees in CAD.

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Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.