Find Cheap Flights from Chicago Midway to Denver International (MDW - DEN)

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Wed 11/22
Wed 11/29
Any month
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Good to Know

Low Season:
January
Best time to beat the crowds
3%
expected price decrease
High Season:
December
Most popular time to fly
3%
expected price increase
Average Price:
$256
(avg. price over the last 2 weeks)
Good Deal:
$176
or less (round trip)

When to Book Flights from Chicago Midway to Denver International

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

Top tips for Finding a Cheap Flight

When looking for a cheap flight, consider that 25% of our users selected a flight on this route for $176 or less.
The cheapest flight from Chicago Midway to Denver International was found 88 days before departure, on average.
Book at least 5 weeks before departure in order to get a below-average price.
Morning departure is around 2% 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

FAQs for Booking Chicago Midway to Denver International Flights

How long does a flight from Chicago Midway to Denver International take?
An average nonstop flight takes 2h 40m, covering a distance of 893 miles.
How many flights are there between Chicago Midway and Denver International?
There are 129 (nonstop) flights between Chicago Midway and Denver International per week, averaging 19 per day.
Which airlines provide the cheapest flights from Chicago Midway to Denver International?
In the past 3 days, the cheapest round-trip tickets were found on Southwest ($93), Multiple Airlines ($152) and Delta ($184).
Do I need a passport to fly between Chicago Midway and Denver International?
No.
Which airlines fly most frequently between Chicago Midway and Denver International?
Southwest (18 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago Midway to Denver International?
For Chicago Midway to Denver International, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Denver International back to Chicago Midway, the best deals are generally found on Wednesday, with Friday being the most expensive.

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

Airports
Origin
Chicago
$93
only
$93
Destination
Denver
$93
only
$93
Tue, Jan 30
MDW
DEN
2h 40m
Thu, Feb 1
DEN
MDW
2h 10m
Trip: 3 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 20 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
MDW
DEN
Excellent 10.0

Communication of pilot alerting us to turbulence.

A bit slow on getting baggage out to the carousel in DIA

MDW
DEN
Good 7.6

Smooth, good flight. Caring attendants & Pilot.

ATL
FLL
Excellent 8.0

Crew was friendly and funny.

Left 30 minutes late and still not clear why. Seating cramped and uncomfortable.

SFO
BUR
Excellent 9.3

Super fast and efficient. They were very kind to a handicap woman in a wheelchair too which always makes me happy:)

Nothing

MDW
DEN
Okay 4.6

Crew

Plane change boarding procedures

Sat, Dec 9
MDW
DEN
10h 49m
Mon, Dec 11
DEN
MDW
2h 15m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Nov 28
MDW
DEN
7h 34m
Thu, Nov 30
DEN
MDW
4h 56m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

Wed, Nov 29
MDW
DEN
4h 49m
Tue, Dec 5
DEN
MDW
4h 33m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

Tue, Dec 5
MDW
DEN
7h 41m
Thu, Dec 7
DEN
MDW
5h 47m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

Mon, Jan 29
MDW
DEN
6h 44m
Sat, Feb 3
DEN
MDW
8h 25m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

Sun, Feb 4
MDW
DEN
8h 19m
Wed, Feb 7
DEN
MDW
4h 30m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

Mon, Mar 5
MDW
DEN
4h 52m
Tue, Mar 6
DEN
MDW
4h 12m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

Thu, Dec 21
MDW
DEN
2h 40m
Sun, Dec 24
DEN
MDW
2h 15m
Trip: 4 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 20 reviews
Boarding
8.8
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
MDW
DEN
Good 7.6

Smooth, good flight. Caring attendants & Pilot.

ATL
FLL
Excellent 8.0

Crew was friendly and funny.

Left 30 minutes late and still not clear why. Seating cramped and uncomfortable.

BWI
OAK
Excellent 8.6

Comfortable seats and very helpful cabin crew

MDW
DEN
Okay 5.0

Very little

- Cancelling my flight with 4 hours notice at around 1am - No help in rebooking (app and website stopped working, no one received my many calls) - Incurred extra hotel and travel charges as a result - Never received an explanation as to why my flight was cancelled

ATL
LGA
Excellent 10.0

The crew was awesome and boarding was seamless.

Sat, Apr 14
MDW
DEN
7h 20m
Wed, Apr 18
DEN
MDW
4h 25m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

Wed, Apr 18
MDW
DEN
4h 53m
Sat, Apr 21
DEN
MDW
7h 31m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

Sat, May 5
MDW
DEN
5h 35m
Sat, May 19
DEN
MDW
7h 31m
Trip: 15 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

Mon, Mar 5
MDW
DEN
5h 07m
Mon, Mar 12
DEN
MDW
7h 18m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

Thu, Mar 15
MDW
DEN
7h 25m
Tue, Mar 20
DEN
MDW
4h 45m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

Thu, May 3
MDW
DEN
7h 20m
Mon, May 7
DEN
MDW
7h 31m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

Sat, Feb 3
MDW
DEN
5h 13m
Tue, Feb 6
DEN
MDW
5h 04m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

Thu, Jan 25
MDW
DEN
7h 25m
Mon, Jan 29
DEN
MDW
4h 15m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

Thu, Feb 8
MDW
DEN
7h 25m
Tue, Feb 13
DEN
MDW
5h 04m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

Fri, Mar 2
MDW
DEN
4h 52m
Sat, Mar 3
DEN
MDW
8h 39m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

Thu, Feb 8
MDW
DEN
7h 22m
Mon, Feb 12
DEN
MDW
4h 38m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

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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.