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Book cheap flights from Missouri to Chicago (round-trip)

Airports
Origin
Kansas City
$183
only
$183
Columbia
$353
only
$353
St. Louis
$147
only
$147
Destination
Chicago
$147
only
$147
$200
only
$200
Wed, Feb 28
STL
ORD
4h 03m
Fri, Mar 2
ORD
STL
3h 58m
Trip: 3 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 175 reviews
Overall
8.1
Boarding
8.1
Comfort
7.5
Crew
8.5
Entertainment
7.1
Food
6.7
BOS
ALB
Mediocre 3.0

Crew was pilot and helpful in explaining the situation to me.

Got bumped from a flight to make way for a pilot in training. The fact that this happened on christmas eve made it even worse. Had to wait until boarding to find out that was being bumped and was told I shouldn't have been allowed to check in.

SJU
STT
Mediocre 2.3

small plane soft landing

pilote acts like army general single pilote only air vent poor in plane

LEB
HPN
Excellent 9.5

Friendly service, helpful, comfortable flight for a small plane. Good pilot, very professional.

My only complaint is when we landed in WestChester we deplaned and had to stand in the -5F wind-chill for a good 10-15 minutes while they unloaded our bags. I don't know why they couldn't have taken us inside to wait.

SLK
BOS
Okay 5.6

The View was spectacular. The plane was a little bit too smelly.

The View was beautiful

BOS
MVY
Okay 4.0

The ease of changing flights.

Of the three women at the gate one was rude to everyone. The two others seemed ditzy and clueless. The announcements they made were incomprehensible to many in the passenger audience. There was substantial eye-rolling.

Tue, Mar 20
MCI
ORD
1h 36m
Wed, Mar 21
ORD
MCI
1h 41m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 27
MCI
ORD
1h 35m
Sat, Mar 31
ORD
MCI
1h 35m
Trip: 5 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 61 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
MCI
ORD
Good 7.0

Gate personnel was unable to direct my 77 year old mother where package claim was. Being unable to go to the gate without a ticket I was unable to assist her. She wandered for about 35 minutes before I could decipher where she was at and was able to direct her by phone. The gate personnel just told her to follow everyone else. What a thing to say to someone.

MCI
ORD
Mediocre 3.3

Buying basic economy is worst than Spirit. They single you out, and make multiple attempts to point that out.

MCI
ORD
Good 6.3

Late.

MCI
ORD
Mediocre 2.0

I didn't get to fly because there was a mismatch in the booking for my name. Listed as Michael Murray Joseph but my name on my passport is Michael Joseph Murray

MCI
ORD
Mediocre 2.0

Flight was hour and half late missed connections spent 2 hours in Chicago

Sat, Apr 28
MCI
MDW
3h 55m
Wed, May 2
MDW
MCI
5h 46m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BJX
LAX
Excellent 8.0

I liked the check-in kiosk, but only because I had no bags to check. I liked being able to choose my own seat. I liked that the flight was uneventful. I liked the staff at all stages, they were friendly and helpful.

They made me shove my purse into my knapsack to fit within their two bag policy. That's a first for me. My Delta flight did not do that.

FLL
ATL
Excellent 8.0

Departure was right on time and we actually arrived 15 minutes early.

The inflight monitor worked but none of the data (GPS altitude or speed) was working.

PIT
ATL
Excellent 10.0

I have always known of airlines to offer preboarding to those military members in uniform or on official orders. Delta took it one step further and allows prior service members to board also.

ATL
PIT
Excellent 9.0

Pilots and crew did an amazing job during unstable air coming into Pittsburgh. Great job.

JFK
CDG
Excellent 10.0

The food and the service

Mon, Jul 30
MCI
ORD
1h 45m
Fri, Aug 3
ORD
MCI
1h 38m
Trip: 5 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 25 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
MIA
Mediocre 2.0

Couldn’t sleep because the AC wasnt working. Most miserable flight my life

The AC wasn’t working it was the most miserable flight ever

MCI
ORD
Good 6.0

The personnel were very helpful and courteous.

To many boarding priorities. Took away fron the specialness. Becomes confusing and chaotic

MCI
ORD
Good 6.0

Decent plane size which is permitted to fly in fog. Others got cancelled.

Could not purchase food or drinks because they only accept cash. Told by the AA crew that American was too cheap to install credit card machines on all aircrafts.

MCI
ORD
Excellent 8.0

Excellent piloting (good driving) and communication during a torrential downpour. That's important. The two hours on the tarmac were unavoidable, so appreciated occasional comments about the storm and circumstances. Interesting parking. I didn't know a plane could pivot like that. Also, flying through cumulonimbus clouds was thrilling. Thank you.

MCI
ORD
Good 6.0

We boarded, then left on the plane for an hour, then offered the opportunity to unboard, then required to unboard. We left several hours late and missed our connecting international flight.

Everyone was anxious about missing connecting flights. It was a chaotic scene. The flight staff were clearly annoyed with all the questions they were getting.

Fri, May 4
STL
ORD
4h 03m
Mon, May 7
ORD
STL
3h 58m
Trip: 4 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 175 reviews
Overall
8.1
Boarding
8.1
Comfort
7.5
Crew
8.5
Entertainment
7.1
Food
6.7
SJU
STT
Mediocre 2.3

small plane soft landing

pilote acts like army general single pilote only air vent poor in plane

LEB
HPN
Excellent 9.5

Friendly service, helpful, comfortable flight for a small plane. Good pilot, very professional.

My only complaint is when we landed in WestChester we deplaned and had to stand in the -5F wind-chill for a good 10-15 minutes while they unloaded our bags. I don't know why they couldn't have taken us inside to wait.

MAZ
SJU
Poor 0.0

You see there was a terrible storm that closed the EIS Beef Island Airport. But because I booked through ya'll I was totally screwed. The individual Airlines are not permitted to rebook my ticket because you are a third party carrier. and You would not rebook because the airline could not change the flight status on the first plane from Mayaguez to San Juan - that flight was not cancelled due to the closure but because I would be stuck in San Juan for possibly 2 days with no money and no where to sleep, well you get the point. So InterCaribbean and Cape Air came to the rescue and after a 4-5 hour ordeal and having to travel to Mayaguez airport I am now rebooked.

Y'all and will never ever ever book through a third party again.

SJU
STT
Mediocre 2.0

We were left waiting after the flight we were booked on took off full. Had to wait another 45min to have a private flight with no copilot.

MWA
STL
Excellent 10.0

Flight on time. Nice smooth ride. Very friendly pilot.

Wed, Jun 6
STL
ORD
4h 03m
Wed, Jul 11
ORD
STL
3h 58m
Trip: 36 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 175 reviews
Overall
8.1
Boarding
8.1
Comfort
7.5
Crew
8.5
Entertainment
7.1
Food
6.7
MWA
STL
Excellent 10.0

Flight on time. Nice smooth ride. Very friendly pilot.

MAZ
SJU
Poor 0.0

You see there was a terrible storm that closed the EIS Beef Island Airport. But because I booked through ya'll I was totally screwed. The individual Airlines are not permitted to rebook my ticket because you are a third party carrier. and You would not rebook because the airline could not change the flight status on the first plane from Mayaguez to San Juan - that flight was not cancelled due to the closure but because I would be stuck in San Juan for possibly 2 days with no money and no where to sleep, well you get the point. So InterCaribbean and Cape Air came to the rescue and after a 4-5 hour ordeal and having to travel to Mayaguez airport I am now rebooked.

Y'all and will never ever ever book through a third party again.

STT
SJU
Mediocre 2.0

I asked the ground crew for a box that I had checked and was told that it would be forwarded to my next flight. It wasn't. Now cape air is telling me the only way I can get it back is to fly to San Juan and pick it up.

LEB
HPN
Excellent 9.5

Friendly service, helpful, comfortable flight for a small plane. Good pilot, very professional.

My only complaint is when we landed in WestChester we deplaned and had to stand in the -5F wind-chill for a good 10-15 minutes while they unloaded our bags. I don't know why they couldn't have taken us inside to wait.

MWA
STL
Good 7.6

Got a shuttle from the plane to my terminal at STL. Very convenient.

Rather loud, but I don’t think there was much the airline could do about that. Maybe earplugs.

Thu, Jun 14
COU
ORD
1h 24m
Fri, Jul 20
ORD
COU
1h 18m
Trip: 37 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jul 6
STL
ORD
4h 03m
Mon, Jul 9
ORD
STL
3h 58m
Trip: 4 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 175 reviews
Overall
8.1
Boarding
8.1
Comfort
7.5
Crew
8.5
Entertainment
7.1
Food
6.7
MWA
STL
Good 7.6

Got a shuttle from the plane to my terminal at STL. Very convenient.

Rather loud, but I don’t think there was much the airline could do about that. Maybe earplugs.

SJU
STT
Mediocre 2.0

We were left waiting after the flight we were booked on took off full. Had to wait another 45min to have a private flight with no copilot.

STT
SJU
Mediocre 2.0

I asked the ground crew for a box that I had checked and was told that it would be forwarded to my next flight. It wasn't. Now cape air is telling me the only way I can get it back is to fly to San Juan and pick it up.

MAZ
SJU
Poor 0.0

You see there was a terrible storm that closed the EIS Beef Island Airport. But because I booked through ya'll I was totally screwed. The individual Airlines are not permitted to rebook my ticket because you are a third party carrier. and You would not rebook because the airline could not change the flight status on the first plane from Mayaguez to San Juan - that flight was not cancelled due to the closure but because I would be stuck in San Juan for possibly 2 days with no money and no where to sleep, well you get the point. So InterCaribbean and Cape Air came to the rescue and after a 4-5 hour ordeal and having to travel to Mayaguez airport I am now rebooked.

Y'all and will never ever ever book through a third party again.

BOS
MVY
Okay 4.0

The ease of changing flights.

Of the three women at the gate one was rude to everyone. The two others seemed ditzy and clueless. The announcements they made were incomprehensible to many in the passenger audience. There was substantial eye-rolling.

Tue, Apr 3
MCI
ORD
1h 38m
Wed, Apr 4
ORD
MCI
1h 38m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Apr 11
MCI
ORD
1h 35m
Sat, Apr 14
ORD
MCI
1h 34m
Trip: 4 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 61 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
MCI
ORD
Mediocre 2.0

I didn't get to fly because there was a mismatch in the booking for my name. Listed as Michael Murray Joseph but my name on my passport is Michael Joseph Murray

MCI
ORD
Mediocre 3.3

Buying basic economy is worst than Spirit. They single you out, and make multiple attempts to point that out.

MCI
ORD
Excellent 10.0

Everything went perfectly! Check-in easy, security line fast...gate support was professional and pleasant, flight attendants great, pilot very friendly & it was a jammed packed flight!

MCI
ORD
Mediocre 2.0

Flight was hour and half late missed connections spent 2 hours in Chicago

MCI
ORD
Good 7.0

Gate personnel was unable to direct my 77 year old mother where package claim was. Being unable to go to the gate without a ticket I was unable to assist her. She wandered for about 35 minutes before I could decipher where she was at and was able to direct her by phone. The gate personnel just told her to follow everyone else. What a thing to say to someone.

Wed, Jun 6
MCI
MDW
3h 45m
Sat, Jun 9
MDW
MCI
5h 07m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BJX
LAX
Excellent 8.0

I liked the check-in kiosk, but only because I had no bags to check. I liked being able to choose my own seat. I liked that the flight was uneventful. I liked the staff at all stages, they were friendly and helpful.

They made me shove my purse into my knapsack to fit within their two bag policy. That's a first for me. My Delta flight did not do that.

PVR
MSP
Good 7.3

They have few movies selection that was good

I like being in a big space faster. And clean good service I

SLC
YYZ
Excellent 9.6

Z

FLL
ATL
Excellent 8.0

Departure was right on time and we actually arrived 15 minutes early.

The inflight monitor worked but none of the data (GPS altitude or speed) was working.

ATL
EWR
Excellent 8.6

No LCD screen for entertainment.

Sat, Apr 14
STL
ORD
1h 21m
Wed, Apr 18
ORD
STL
1h 07m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 21 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
STL
ORD
Okay 5.3

To be fair. The flight is only 50 minutes. By th time you get a drink it's time to land. It is completely unfair to the staff to have to do that. A flight like that. Have a box with a snack and some coolers that have 5 different beverages. I wouldn't even sell booze. I person can hold out for a flight that shot to get one on the connection or in the terminal.

It's always a cramped flight. Nothing to be done except use a bigger, more spacious plane. The good thing is it's the fastest way to get to Chicago from where I lived it would take 6hrs by car.

STL
ORD
Excellent 10.0

Spacious seats

DEN
ORD
Good 6.4

I'm not sure where the problem was - whether with AA or Royal Jordanian, but my luggage did not make it to Amman with me. In fact, there was a whole group of passengers traveling on American from different US cities, switching to RJ in Chicago, whose luggage did not come on the flight to Amman. My advice: be sure to pack enough for a couple of days in your carryon - and don't accept an offer to check your carryon to its final destination!

STL
ORD
Excellent 10.0

JAL is customer oriented and it's always a pleasant experience. Unfortunately, though the return trip is also JAL, the cabin crew isn't.

STL
ORD
Okay 5.6

Mostly friendly staff and quick flight time.

Only half the plane got snacks and drinks. Additionally, I was forced to check my bag, which is a pretty big deal because I was connecting to an international flight and was unable to retrieve my prescriptions in all the rush to check my bag.

Fri, Mar 16
STL
ORD
16h 13m
Mon, Mar 19
ORD
STL
3h 58m
Trip: 4 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 175 reviews
Overall
8.1
Boarding
8.1
Comfort
7.5
Crew
8.5
Entertainment
7.1
Food
6.7
MWA
STL
Good 7.6

Got a shuttle from the plane to my terminal at STL. Very convenient.

Rather loud, but I don’t think there was much the airline could do about that. Maybe earplugs.

BOS
ALB
Mediocre 3.0

Crew was pilot and helpful in explaining the situation to me.

Got bumped from a flight to make way for a pilot in training. The fact that this happened on christmas eve made it even worse. Had to wait until boarding to find out that was being bumped and was told I shouldn't have been allowed to check in.

MAZ
SJU
Poor 0.0

You see there was a terrible storm that closed the EIS Beef Island Airport. But because I booked through ya'll I was totally screwed. The individual Airlines are not permitted to rebook my ticket because you are a third party carrier. and You would not rebook because the airline could not change the flight status on the first plane from Mayaguez to San Juan - that flight was not cancelled due to the closure but because I would be stuck in San Juan for possibly 2 days with no money and no where to sleep, well you get the point. So InterCaribbean and Cape Air came to the rescue and after a 4-5 hour ordeal and having to travel to Mayaguez airport I am now rebooked.

Y'all and will never ever ever book through a third party again.

SJU
STT
Mediocre 2.3

small plane soft landing

pilote acts like army general single pilote only air vent poor in plane

SLK
BOS
Okay 5.6

The View was spectacular. The plane was a little bit too smelly.

The View was beautiful

Wed, Jun 6
MCI
ORD
1h 26m
Sun, Jun 10
ORD
MCI
1h 38m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 15
MCI
MDW
3h 51m
Tue, Mar 20
MDW
MCI
4h 36m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
SLC
YYZ
Excellent 9.6

Z

PVR
MSP
Good 7.3

They have few movies selection that was good

I like being in a big space faster. And clean good service I

MSP
CZM
Excellent 10.0

Everything went smoothly.

All was good.

JFK
CDG
Excellent 10.0

The food and the service

GDL
ATL
Excellent 9.6

Expensive food

Thu, Apr 19
MCI
ORD
1h 35m
Sat, Apr 21
ORD
MCI
1h 37m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 1
STL
ORD
18h 27m
Sun, Mar 4
ORD
STL
20h 33m
Trip: 4 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 175 reviews
Overall
8.1
Boarding
8.1
Comfort
7.5
Crew
8.5
Entertainment
7.1
Food
6.7
SJU
STX
Good 7.0

Friendly & informative pilot, smooth efficient ground crew: they didn't bang up my vintage Levi's back pack...

No complaints...A+

MWA
STL
Excellent 10.0

Flight on time. Nice smooth ride. Very friendly pilot.

SLK
BOS
Okay 5.6

The View was spectacular. The plane was a little bit too smelly.

The View was beautiful

SJU
STT
Mediocre 2.3

small plane soft landing

pilote acts like army general single pilote only air vent poor in plane

MAZ
SJU
Poor 0.0

You see there was a terrible storm that closed the EIS Beef Island Airport. But because I booked through ya'll I was totally screwed. The individual Airlines are not permitted to rebook my ticket because you are a third party carrier. and You would not rebook because the airline could not change the flight status on the first plane from Mayaguez to San Juan - that flight was not cancelled due to the closure but because I would be stuck in San Juan for possibly 2 days with no money and no where to sleep, well you get the point. So InterCaribbean and Cape Air came to the rescue and after a 4-5 hour ordeal and having to travel to Mayaguez airport I am now rebooked.

Y'all and will never ever ever book through a third party again.

Thu, Apr 19
MCI
MDW
4h 52m
Sat, Apr 21
MDW
MCI
5h 46m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
PIT
Excellent 9.0

Pilots and crew did an amazing job during unstable air coming into Pittsburgh. Great job.

GDL
ATL
Excellent 9.6

Expensive food

SLC
YYZ
Excellent 8.0

was a difficult transition from delta to west jet in Toronto and we almost missed the flight

FLL
ATL
Excellent 8.0

Departure was right on time and we actually arrived 15 minutes early.

The inflight monitor worked but none of the data (GPS altitude or speed) was working.

MSP
CZM
Excellent 10.0

Everything went smoothly.

All was good.

Sat, Aug 18
STL
ORD
19h 07m
Sun, Aug 19
ORD
STL
21h 44m
Trip: 2 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 175 reviews
Overall
8.1
Boarding
8.1
Comfort
7.5
Crew
8.5
Entertainment
7.1
Food
6.7
MWA
STL
Excellent 10.0

Flight on time. Nice smooth ride. Very friendly pilot.

SLK
BOS
Okay 5.6

The View was spectacular. The plane was a little bit too smelly.

The View was beautiful

BOS
MVY
Okay 4.0

The ease of changing flights.

Of the three women at the gate one was rude to everyone. The two others seemed ditzy and clueless. The announcements they made were incomprehensible to many in the passenger audience. There was substantial eye-rolling.

BOS
ALB
Mediocre 3.0

Crew was pilot and helpful in explaining the situation to me.

Got bumped from a flight to make way for a pilot in training. The fact that this happened on christmas eve made it even worse. Had to wait until boarding to find out that was being bumped and was told I shouldn't have been allowed to check in.

MAZ
SJU
Excellent 10.0

I was pleasantly surprised by everything! It was easy staff was friendly and the piolet was great! What more can be said! Planning on using Cape Air again!

Missouri to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Missouri
Flight Price $147
Airlines Cape Air, United, Delta, American Airlines, Major Airline
*
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