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Find Cheap Flights to Chicago Midway (MDW)

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United States to Chicago Midway Flight Information

Flights Arrive in Chicago Midway
Flights Depart from United States
Flight Price $49
Airlines Bus, Delta, Southwest, Major Airline

Top Tips for Finding Cheap Flights to Chicago Midway

Looking for cheap airfare to Chicago Midway? 25% of our users found round-trip tickets to Chicago Midway for the following prices or less: From Phoenix Sky Harbor Intl $81, from Atlanta Hartsfield-Jackson $196, from Minneapolis St Paul $206
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be February and March. The cheapest month to fly to Chicago Midway is May.
Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway flight deals.

FAQs - Booking Chicago Midway flights

How long is the flight to Chicago Midway?

Flights from Phoenix 3h 21m
Flights from New York 2h 11m
Flights from Minneapolis 1h 42m
Flights from Denver 2h 25m
Flights from Atlanta 1h 53m

What is the cheapest flight to Chicago Midway?

The cheapest airline ticket to Chicago Midway from United States in the last 72 hours was $49 round-trip on the route Indianapolis to Chicago Midway. The most popular route is Atlanta to Chicago Midway and the cheapest ticket found on this route in the last 72 hours was $463 round-trip.

Which airlines fly to Chicago Midway?

In general from United States, Southwest, Delta and KLM fly the most to Chicago Midway. The most popular route is from Atlanta, and Delta, Aeromexico & Air France fly this route the most.

How far is Chicago Midway Airport from central Chicago?

Midway Airport is 9 miles from the center of Chicago. View on Map.

Book Cheap Chicago Midway Plane Tickets

(Round-trip)
Airports
Origin
Raleigh
$114
only
$114
Minneapolis
$107
only
$107
Atlanta
$117
only
$117
Denver
$159
only
$159
Washington
$171
only
$171
Indianapolis
$49
only
$49
Houston
$156
only
$156
Boston
$132
only
$132
Destination
Chicago
$49
only
$49
Fri, Apr 26
IND
Indianapolis
MDW
Chicago Midway
4h 15m
Mon, May 27
MDW
Chicago Midway
IND
Indianapolis
2h 30m
Trip: 32 days
Overall 0.0 Poor
Based on 0 reviews
Sat, May 11
MSP
Minneapolis St Paul
MDW
Chicago Midway
1h 36m
Tue, May 14
MDW
Chicago Midway
MSP
Minneapolis St Paul
1h 44m
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 11 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
MKE
BOS
Good 7.3

Pros: Crew

Cons: Delays

SEA
SAN
Excellent 9.6

Pros: I was upgraded to Comfort+ and the seat next to me was left vacant. That was a great flight!

GUA
ATL
Good 6.3

Pros: Crew was great (once they arrived)

Cons: 1.5 hour delay added 5+ hours to our travel day. Not fun...

SLC
GEG
Excellent 9.0

Pros: That there were TVs on the seats to watch and it was quick boarding

RIC
ATL
Excellent 9.5

Pros: The free upgrade

Wed, Sep 11
BOS
Boston Logan Intl
MDW
Chicago Midway
2h 40m
Wed, Sep 18
MDW
Chicago Midway
BOS
Boston Logan Intl
2h 25m
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 17 reviews
Boarding
8.7
Comfort
8.5
Crew
9.0
Entertainment
8.0
Food
7.9
DCA
MSY
Good 6.8

Pros: Crew was nice. Boarding overwhelming

Cons: Flight was turbulent

DEN
HOU
Excellent 8.6

Pros: Flight on time, drinks & snacks; arrival on time

Cons: More options on snacks

RSW
IND
Okay 5.3

Pros: Crew was funny and pleasant.

Cons: The plane was over an hour late so we didn’t disembark until after midnight.

STL
MCO
Mediocre 2.0

Cons: Flight was delayed an hour. We are a family of four that could not seat near one another; including our 11 year old daughter who had to sit in the back of the plane apart from the rest of the family.

PDX
SAN
Excellent 8.0

Cons: The seat was a little beat up. Arm rest falling off. Other than that it was great.

Wed, May 1
HOU
Houston Hobby & other airports
MDW
Chicago Midway
2h 25m
Fri, May 3
MDW
Chicago Midway
HOU
Houston Hobby & other airports
2h 35m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jun 1
MSP
Minneapolis St Paul
MDW
Chicago Midway
1h 36m
Tue, Jun 4
MDW
Chicago Midway
MSP
Minneapolis St Paul
1h 44m
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 11 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SEA
SAN
Excellent 9.6

Pros: I was upgraded to Comfort+ and the seat next to me was left vacant. That was a great flight!

MGM
ATL
Excellent 10.0

Pros: arrived a bit early

TLH
ATL
Excellent 9.0

Cons: Perfect travel day! No issues whatsoever

MKE
BOS
Good 7.3

Pros: Crew

Cons: Delays

KIX
HNL
Excellent 8.6

Cons: The pork dinner meal option was burnt … al the way through.

Wed, Jun 5
MSP
Minneapolis St Paul
MDW
Chicago Midway
1h 42m
Thu, Jun 6
MDW
Chicago Midway
MSP
Minneapolis St Paul
1h 44m
Trip: 2 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 11 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
DTW
DEN
Okay 5.0

Cons: No meal option and my video screen volume did not work

CDG
ATL
Good 7.3

Pros: The food choices were broad enough for anyone. They came by with water periodically. The movies offered had a good range. The pillow was a surprisingly good size.

Cons: Tight seating. Cold. Arm rests hurt my arms. Foot rest would have been a blessing. Blanket was too thin.

PHF
ATL
Okay 4.0

Cons: Flight was delayed several times and they lost my suitcase

ATL
RSW
Good 6.6

Cons: Late boarding. Slow de-boarding.

MIA
MSP
Good 7.6

Pros: Can’t do anything about bad weather-we got through despite a weather delay. Crew was terrific.

Sat, Jun 15
MSP
Minneapolis St Paul
MDW
Chicago Midway
1h 42m
Tue, Jul 2
MDW
Chicago Midway
MSP
Minneapolis St Paul
1h 42m
Trip: 18 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 11 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
GUA
ATL
Good 6.3

Pros: Crew was great (once they arrived)

Cons: 1.5 hour delay added 5+ hours to our travel day. Not fun...

MSP
MDW
Excellent 8.3

Pros: Boarding, checking in etc. The usual stuff, nothign spectacular.

Cons: Seats are getting too crowded!

RDU
ATL
Mediocre 2.0

Cons: Our itinerary was canceled

SLC
GEG
Excellent 9.0

Pros: That there were TVs on the seats to watch and it was quick boarding

BOS
DTW
Excellent 10.0

Pros: Smooth flights and in time. Everyone is so nice. True professionals

Sat, Jul 20
MSP
Minneapolis St Paul
MDW
Chicago Midway
1h 42m
Wed, Jul 24
MDW
Chicago Midway
MSP
Minneapolis St Paul
1h 42m
Trip: 5 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 11 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
MFR
SLC
Excellent 10.0

Pros: The gate agent in Medford for delta was awesome

JFK
VCE
Excellent 8.6

Pros: Wine included with meal no extra charge. Thanks

Cons: More comfortable seats in main cabin

ATL
RSW
Good 6.6

Cons: Late boarding. Slow de-boarding.

KIX
HNL
Excellent 8.6

Cons: The pork dinner meal option was burnt … al the way through.

LAX
PDX
Excellent 8.0

Pros: Crew ok . Seat not so comfy

Cons: Food

Fri, Aug 16
RDU
Raleigh-Durham
MDW
Chicago Midway
1h 55m
Sun, Aug 18
MDW
Chicago Midway
RDU
Raleigh-Durham
1h 55m
Trip: 3 days
9.6ExcellentShow reviews
Overall 9.6 Excellent
Based on 9 reviews
Boarding
8.7
Comfort
8.5
Crew
9.0
Entertainment
8.0
Food
7.9
MCO
BNA
Mediocre 2.0

Pros: nothing

Cons: southwest is short of planes. every other airline got caught up with weather delay quickly...they didn't. to be avoided right now with 737 max out of service.

IND
LAS
Okay 4.0

Pros: Great crew

Cons: No WiFi = no movies, TV, etc. on longest flight of the day.

RDU
BWI
Okay 4.6

Pros: Flight attendants were friendly and professional.

Cons: The flight was almost two hours delayed, boarding was a free for all and the plane was like an overcrowded, dirty bus with wings.

STL
SFO
Excellent 9.6

Cons: delays

TPA
HOU
Mediocre 3.6

Pros: The flight was non-stop. Everything else was below Southwest standards. Not enough space to tell how flight could have been better. It was worst I have experienced on Southwest.

Cons: Flight delay not handled well. Were moved from boarding line to seats, to another area. Boarded but was a problem with passenger list. Sat on plane over an hour while they tried to figure it out. Finally in air but no service for 40 minutes. No water, no snack, not allowed out of seat for restroom

Tue, Jul 23
MSP
Minneapolis St Paul
MDW
Chicago Midway
1h 46m
Thu, Aug 1
MDW
Chicago Midway
MSP
Minneapolis St Paul
1h 42m
Trip: 10 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 11 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
DCA
ATL
Excellent 10.0

Pros: I like being able to charge my devices

Cons: Better movies

OMA
LGA
Poor 0.0

Pros: Nothing. Delta cancelled the flight with no explanation, and ruined our last day in Omaha.

Cons: An explanation as to why the flight was cancelled, as well as help with finding alternative accommodation. We had to fly back very early via Atlanta, and spent the day in transit, which forced us to cancel a reservation in Omaha and erased our ability to enjoy the final day of activities there.

ATL
PVG
Good 7.3

Cons: The food not so much breadddd

DTW
LIT
Mediocre 2.0

Cons: Delayed flight

MCO
ATL
Good 6.8

Pros: More room in Delta Coach than other carriers

Tue, Apr 30
BOS
Boston Logan Intl
MDW
Chicago Midway
2h 45m
Wed, May 1
MDW
Chicago Midway
BOS
Boston Logan Intl
2h 10m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Aug 6
MSP
Minneapolis St Paul
MDW
Chicago Midway
1h 46m
Wed, Aug 7
MDW
Chicago Midway
MSP
Minneapolis St Paul
1h 42m
Trip: 2 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 11 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
RIC
Excellent 9.0

Cons: No problems at all!

DTW
LIT
Mediocre 2.0

Cons: Delayed flight

JFK
BWI
Mediocre 2.0

Pros: The check in counter personnel was VERY UNHELPFUL. I was running late to previous Delta flight baggage delay. The counter person would not let me check in even though I still had good 45 mins before take off. AND THE PLANE WAS DELAYED BY 40 MINUTES ANYWAY! I never made the flight, had to take train.

Cons: The entire Delta customer service was a nightmare. Delayed flights, literally lying supervisor who escalated a dispute, absurdly poor service. ASSISTING A PASSENGER WITH A TRANSFER TO ANOTHER DELTA FLIGHT AFTER THE FIRST ONE WAS DELAYED IS "NOT A GUARANTEED SERVICE". Seriously, it is basic courtesy!

ATL
MCO
Excellent 10.0

Pros: Arrived on time

ATL
MCO
Okay 5.6

Cons: Stop being LATE!!!!

Fri, Sep 20
DEN
Denver Intl
MDW
Chicago Midway
2h 10m
Mon, Sep 23
MDW
Chicago Midway
DEN
Denver Intl
6h 40m
Trip: 4 days
8.6ExcellentShow reviews
Overall 8.6 Excellent
Based on 28 reviews
Boarding
8.7
Comfort
8.5
Crew
9.0
Entertainment
8.0
Food
7.9
SJC
ONT
Good 6.8

Pros: The flight attendants were awesome and made the flight good.

Cons: The flight attendants showing up late due to a late arriving flight.

MCO
SJU
Excellent 9.5

Cons: Boarding

TPA
HOU
Mediocre 3.6

Pros: The flight was non-stop. Everything else was below Southwest standards. Not enough space to tell how flight could have been better. It was worst I have experienced on Southwest.

Cons: Flight delay not handled well. Were moved from boarding line to seats, to another area. Boarded but was a problem with passenger list. Sat on plane over an hour while they tried to figure it out. Finally in air but no service for 40 minutes. No water, no snack, not allowed out of seat for restroom

SAT
MDW
Good 7.3

Pros: That they let us off the plane during the delay.

Cons: Being notified of the delay before arriving to the airport so not to have to wait there.

MCO
SJU
Excellent 9.5

Cons: Great airline

Tue, Sep 10
MSP
Minneapolis St Paul
MDW
Chicago Midway
1h 42m
Thu, Sep 19
MDW
Chicago Midway
MSP
Minneapolis St Paul
1h 40m
Trip: 10 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 11 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
PAP
JFK
Excellent 9.6

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.

JFK
BWI
Mediocre 2.0

Pros: The check in counter personnel was VERY UNHELPFUL. I was running late to previous Delta flight baggage delay. The counter person would not let me check in even though I still had good 45 mins before take off. AND THE PLANE WAS DELAYED BY 40 MINUTES ANYWAY! I never made the flight, had to take train.

Cons: The entire Delta customer service was a nightmare. Delayed flights, literally lying supervisor who escalated a dispute, absurdly poor service. ASSISTING A PASSENGER WITH A TRANSFER TO ANOTHER DELTA FLIGHT AFTER THE FIRST ONE WAS DELAYED IS "NOT A GUARANTEED SERVICE". Seriously, it is basic courtesy!

KIX
HNL
Excellent 8.6

Cons: The pork dinner meal option was burnt … al the way through.

RIC
ATL
Excellent 9.5

Pros: The free upgrade

SEA
HNL
Excellent 8.3

Pros: Nothing

Cons: Nothing

Tue, Aug 6
BWI
Baltimore/Washington
MDW
Chicago Midway
1h 55m
Mon, Aug 12
MDW
Chicago Midway
BWI
Baltimore/Washington
1h 45m
Trip: 7 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 19 reviews
Boarding
8.7
Comfort
8.5
Crew
9.0
Entertainment
8.0
Food
7.9
SFO
STL
Mediocre 3.3

Cons: Flight read delayed almost a full hour. My 11 year old daughter has to sit by herself as we were unable to get seats near one and other.

AUS
STL
Good 7.3

Cons: Took 20 extra minutes to load bags, on top of a departure delay of 10 minutes. Net result was getting in 30 minutes late.

BWI
MDW
Excellent 10.0

Pros: Went as well as possible. Yay!

MSY
LAX
Okay 5.6

Pros: Seats were comfortable and the flight was uneventful

Cons: definitely need to have outlets on the planes

RDU
BNA
Good 7.5

Cons: More leg room

Thu, May 2
RDU
Raleigh-Durham
MDW
Chicago Midway
5h 21m
Sat, May 4
MDW
Chicago Midway
RDU
Raleigh-Durham
3h 21m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 24,196 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
LAX
SYD
Excellent 8.0

Cons: Delayed 4 hours at LAX and even though we made it to the gate to fly out on our connecting flight they had given our tickets away and booked us on a flight 5 hrs later. They told us our bags would be transferred. They werent and now both my daughter and i are starting out a dream vacation with no l

DTW
LIT
Mediocre 2.0

Cons: Delayed flight

ATL
RSW
Good 6.6

Cons: Late boarding. Slow de-boarding.

MCO
ATL
Good 6.8

Pros: More room in Delta Coach than other carriers

LAX
SAN
Okay 5.3

Cons: Flight was delayed over an hour. Missed my Easter dinner plans... :(

Tue, Jun 11
RDU
Raleigh-Durham
MDW
Chicago Midway
4h 25m
Tue, Jul 23
MDW
Chicago Midway
RDU
Raleigh-Durham
6h 16m
Trip: 43 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 24,196 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
IAD
MSP
Excellent 8.4

Pros: The flight attendant from IAD to MSP called Bernadette was wonderful!

OMA
LGA
Poor 0.0

Pros: Nothing. Delta cancelled the flight with no explanation, and ruined our last day in Omaha.

Cons: An explanation as to why the flight was cancelled, as well as help with finding alternative accommodation. We had to fly back very early via Atlanta, and spent the day in transit, which forced us to cancel a reservation in Omaha and erased our ability to enjoy the final day of activities there.

JFK
VCE
Excellent 8.6

Pros: Wine included with meal no extra charge. Thanks

Cons: More comfortable seats in main cabin

TLH
ATL
Excellent 9.0

Cons: Perfect travel day! No issues whatsoever

RIC
ATL
Excellent 9.5

Pros: The free upgrade

Sat, Sep 28
RDU
Raleigh-Durham
MDW
Chicago Midway
4h 13m
Tue, Oct 1
MDW
Chicago Midway
RDU
Raleigh-Durham
4h 36m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 24,196 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
PHL
Excellent 10.0

Pros: I like flying Delta. Make you feel comfortable and at ease.

MCO
ATL
Good 6.3

Cons: Seats did not match seat map

ATL
LAX
Excellent 10.0

Pros: awesome

BIL
MSP
Excellent 10.0

Pros: Crew were very pleasant and seemed to enjoy working

RIC
ATL
Excellent 9.5

Pros: The free upgrade

Sun, Oct 6
RDU
Raleigh-Durham
MDW
Chicago Midway
5h 24m
Wed, Oct 9
MDW
Chicago Midway
RDU
Raleigh-Durham
4h 50m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 24,196 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
MCO
ATL
Good 6.3

Cons: Seats did not match seat map

LAX
PDX
Excellent 8.0

Pros: Crew ok . Seat not so comfy

Cons: Food

CLE
SLC
Good 7.2

Pros: Crew was great.

Cons: When all overhead bins were full, they should have allowed those who didn’t need to check their carry on to board the plane before those who needed to check their carry on. Very unorganized at gate.

MFR
SLC
Excellent 10.0

Pros: The gate agent in Medford for delta was awesome

ATL
PHF
Excellent 8.0

Cons: Seats are too small. I cant buckle seat belt.

Wed, Jun 12
ATL
Atlanta Hartsfield-Jackson
MDW
Chicago Midway
1h 58m
Tue, Jun 18
MDW
Chicago Midway
ATL
Atlanta Hartsfield-Jackson
1h 49m
Trip: 7 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 30 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
IAD
MSP
Excellent 8.4

Pros: The flight attendant from IAD to MSP called Bernadette was wonderful!

LOS
ATL
Excellent 10.0

Pros: yes

DCA
JFK
Excellent 10.0

Pros: Yes the crew was amazing

CDG
ATL
Good 7.3

Pros: The food choices were broad enough for anyone. They came by with water periodically. The movies offered had a good range. The pillow was a surprisingly good size.

Cons: Tight seating. Cold. Arm rests hurt my arms. Foot rest would have been a blessing. Blanket was too thin.

ATL
RSW
Good 6.6

Cons: Late boarding. Slow de-boarding.

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