Find Cheap Flights from Chicago to Montana

Round-trip
Economy
Chicago (CHI)
Montana
Sat 7/13
Sat 7/20
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Chicago to Montana Flight Information

Flights Arrive in Montana
Flights Depart from Chicago
Flight Price $259
Airlines Alaska Airlines, Frontier, United Airlines, American Airlines, Delta

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

Airports
Origin
Chicago
$259
only
$259
$364
only
$364
Destination
Kalispell
$358
only
$358
Billings
$311
only
$311
Helena
$286
only
$286
Missoula
$278
only
$278
Bozeman
$259
only
$259
Great Falls
$366
only
$366
Sat, Nov 2
ORD
Chicago O'Hare Intl
BZN
Bozeman Gallatin Field
7h 40m
Mon, Nov 4
BZN
Bozeman Gallatin Field
ORD
Chicago O'Hare Intl
11h 22m
Trip: 3 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 27,054 reviews
Overall
8.5
Boarding
8.6
Comfort
8.3
Crew
8.8
Entertainment
7.9
Food
7.9
SEA
ANC
Excellent 8.0

Pros: Very friendly staff. Very convenient layover switch at airport.

Cons: Little personal space in seating. No video monitors— need to use own cellphone to view videos. Need to pre-order meals if you want them.

LAX
SFO
Excellent 8.0

Pros: Quick flight

Cons: Nothing

SEA
MCI
Excellent 10.0

Pros: Great flying experience. Friendly staff, nice plane, very clean, a great budget airliner!

Cons: I wasn’t exactly for sure on how to inflight WiFi worked.

MKE
SEA
Excellent 8.5

Pros: Very well organized and polite and friendly staff.

Cons: The airline seats were okay but there was very little personal space. They did not have video screens—you had to use your own smartphone to view videos. No meals were offered for an almost 4 hr flight. Maybe that’s normal, I don’t know. They charged $30 per suitcase — should allow 1 free.

JFK
LAX
Excellent 10.0

Pros: Thank you so much for getting my confused and forgetful mother in law onto the right plane and back and forth from the gates.

Cons: Don’t know

Tue, Sep 10
ORD
Chicago O'Hare Intl
BZN
Bozeman Gallatin Field
18h 10m
Tue, Sep 17
BZN
Bozeman Gallatin Field
ORD
Chicago O'Hare Intl
7h 25m
Trip: 8 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 37,939 reviews
Overall
6.0
Boarding
6.4
Comfort
5.4
Crew
6.9
Entertainment
4.6
Food
4.7
MCO
BDL
Excellent 8.0

Pros: Crew was great especially the guy, didn’t catch his name...

Cons: Seats that recline would’ve been nice

TPA
PHL
Excellent 10.0

Pros: The crew was very informative. We had great exit row seats that we paid extra for.

DEN
MKE
Mediocre 2.0

Pros:

DEN
SAT
Good 6.8

Pros: On time flight

Cons: Very bumpy flight , but know that is out of control sometimes

DEN
BOS
Mediocre 2.0

Cons: Stuck on tarmac for 40 min after landing Then waited another hour for luggage to be delivered. If you’re going to force us to check bags the. Please ensure the system is working at the airport!!

Tue, Aug 20
ORD
Chicago O'Hare Intl
HLN
Helena
5h 34m
Wed, Aug 21
HLN
Helena
ORD
Chicago O'Hare Intl
7h 08m
Trip: 2 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 64,021 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
DEN
TPA
Excellent 8.0

Cons: Glad we were able to watch a movie

IAH
MEX
Excellent 8.0

Pros: I really like the entertainment onboard with the United app.

PSP
SFO
Excellent 9.3

Pros: Crew was very nice.

Cons: A choice between pretzels and other snacks.

IAH
YYZ
Okay 5.0

Pros: It’s ok. The airplane is not comfortable. It’s old and small

Cons: N/a

HNL
IAH
Good 7.3

Pros: Wheelchair service.

Cons: Dinner for long distance flights.

Tue, Sep 10
ORD
Chicago O'Hare Intl
FCA
Kalispell Glacier Park
8h 01m
Sat, Sep 14
FCA
Kalispell Glacier Park
ORD
Chicago O'Hare Intl
7h 05m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 39,558 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
IAH
DFW
Okay 5.6

Pros: Boarding was quick and easy

Cons: The plane could have been cleaner

ORD
LAX
Excellent 9.6

Pros: Left on time and arrived early

ABQ
ORD
Excellent 10.0

Pros: Seating, nice personnel

Cons: Long layover in Chicago

IAH
CLT
Excellent 8.3

Cons: The communication on the actual flight could have been better. The flight from Houston to Charlotte was not very informative as in weather conditions, traffic, or the time in which we landed was not gone over.

RDU
LAX
Okay 5.0

Cons: Stewardess very rude

Tue, Aug 27
ORD
Chicago O'Hare Intl
MSO
Missoula Johnson-Bell Field
5h 33m
Tue, Sep 10
MSO
Missoula Johnson-Bell Field
ORD
Chicago O'Hare Intl
6h 56m
Trip: 15 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,196 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
LAX
BNA
Excellent 10.0

Pros: The flight crew was great. Very friendly and efficient and there were free snacks with the comfort + seating with Delta. It’s airplane seating so it is what it is but I was not uncomfortable.

Cons: I’m not sure everything was really great.

SFO
SEA
Good 6.6

Cons: Connection at Schiphol often tricky;

BDL
ATL
Excellent 8.8

Pros: Flight was smooth

Cons: More leg room

SFO
SEA
Mediocre 2.0

Pros: Check in person was very helpful in rerouting our flight.

Cons: Our flight was delayed 3-1/2 hours. The gate crew booked us in another flight but did not issue a ticket, so after transferring to another terminal, we were sent back to the Delta terminal to be issued a ticket to a third airline since we already missed the second flight. Then, they lost our luggage

MCO
JFK
Excellent 10.0

Pros: Delta’s crew is the best part about flying delta!

Tue, Oct 22
ORD
Chicago O'Hare Intl
BZN
Bozeman Gallatin Field
18h 10m
Tue, Oct 29
BZN
Bozeman Gallatin Field
ORD
Chicago O'Hare Intl
10h 20m
Trip: 8 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 37,939 reviews
Overall
6.0
Boarding
6.4
Comfort
5.4
Crew
6.9
Entertainment
4.6
Food
4.7
MCO
MSP
Good 7.0

Cons: Don’t like the teaser fare. They want to upcharge for everything!

ORD
DEN
Excellent 10.0

Cons: Check in

DEN
RSW
Okay 5.3

Pros: Crew and boarding were stellar.

Cons: Seat comfort and extra charges were excessive.

SJU
MCO
Excellent 10.0

Cons: Some free snack and soda or water

MCO
GRR
Excellent 9.5

Pros: Very good crew, seats adequate!

Fri, Aug 16
ORD
Chicago O'Hare Intl
MSO
Missoula Johnson-Bell Field
12h 02m
Wed, Aug 21
MSO
Missoula Johnson-Bell Field
ORD
Chicago O'Hare Intl
9h 10m
Trip: 6 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 37,929 reviews
Overall
6.0
Boarding
6.4
Comfort
5.4
Crew
6.9
Entertainment
4.6
Food
4.7
MCO
SJU
Good 7.5

Cons: People should be restrained from jamming entrance to aircraft BEFORE their zone is called.

DEN
JAX
Excellent 9.0

Pros: Crew was very nice and upbeat

Cons: Just a little more leg room would have been nice

IAH
PHL
Excellent 8.6

Pros: Everybody who was there was in and we left,no waiting for late passengers

Cons: The seats are not comfortable, you have to seat completely verticle

LAS
PHL
Good 7.3

Pros: Crew was good. On schedule departure and arrival

DEN
SYR
Okay 5.0

Cons: Not enough leg room. No entertainment. Nothing but complimentary water and ice

Sat, Sep 7
ORD
Chicago O'Hare Intl
BIL
Billings Logan Intl
14h 50m
Tue, Sep 10
BIL
Billings Logan Intl
ORD
Chicago O'Hare Intl
12h 33m
Trip: 4 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 27,062 reviews
Overall
8.5
Boarding
8.6
Comfort
8.3
Crew
8.8
Entertainment
7.9
Food
7.9
LAX
BWI
Excellent 8.0

Cons: Seats lumpy.

SEA
SNA
Good 6.8

Cons: My flight from SNA to SEA was also on Alaska ut this plane was a downgrade. No inflight entertainment in the seat back, not the relaxing pink lights, less comfortable seats. There was also an altercation between passengers in my row. Made the flight very uncomfortable.

MSY
SEA
Excellent 10.0

Pros: The flight attendants were very nice and helpful.

Cons: We can’t think of anything that could have been done better. It was a great flight.

ORD
SFO
Good 6.0

Pros: It’s not American, United, or Delta.

Cons: The Gogo Internet access was much worse than non-existent, causing me to pay and waste literally hours trying to get a single flight search done on [This idiotic form is broken—the search engine that starts with “Kaya”], and now I have to waste more time and effort to demand a refund from Gogo.

PDX
ONT
Mediocre 2.0

Cons: The pkane changed departure times, so i was stuck in airport until 440 pm and i had to pay $60, to change ticket.

Sat, Aug 3
ORD
Chicago O'Hare Intl
BIL
Billings Logan Intl
3h 11m
Sat, Aug 10
BIL
Billings Logan Intl
ORD
Chicago O'Hare Intl
6h 44m
Trip: 8 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 64,043 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
SFO
SEA
Excellent 9.3

Pros: Love the ability to watch films on my device by way of United WiFi

Cons: Better snacks

JAX
EWR
Excellent 10.0

Cons: Flight was canceled and I was left stranded.

ORD
PUJ
Excellent 9.0

Cons: Free WiFi kn the plane was hardly working even over US mainland, before it list connection with outside internet over ocean. But it is something I do not care much about.

DEN
TPA
Excellent 8.0

Cons: Glad we were able to watch a movie

HNL
IAH
Good 7.3

Pros: Wheelchair service.

Cons: Dinner for long distance flights.

Tue, Aug 27
MDW
Chicago Midway
MSO
Missoula Johnson-Bell Field
7h 10m
Tue, Sep 10
MSO
Missoula Johnson-Bell Field
MDW
Chicago Midway
5h 09m
Trip: 15 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,196 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
DUB
ATL
Good 7.6

Cons: Broken in-seat entertainment system for one of our seats, customs pre-clearance in Dublin took forever, but not the airline's fault.

ATL
PHL
Okay 4.3

Pros: Crew was the best I have had in 2019 on Delta, the only good crew.

Cons: Everything at the Atlanta Airport. From the airport and staff itself to those working for Delta Airlines. It has been so bad, that I am thinking of flying with American Airlines again and avoiding the Atlanta Airport all together. Absolutely the worst airport in the country, Delta not much better

BNA
MSP
Good 6.8

Cons: Check carefully! Our flights were changed and the first was only ten min difference so didn’t think anything of it but when we went to check in they said we would probably miss our connection. The problem was not the time but they changed GATES were really far apart. Was resolved but kind of a hassl

IAH
ATL
Mediocre 2.3

Cons: The flight had over six hours in combined delays!!!

BOS
JAX
Mediocre 3.6

Pros: Seat was hard, not much foot space

Cons: My wife and Iasked for a snack, it was never delivered

Fri, Oct 18
ORD
Chicago O'Hare Intl
BZN
Bozeman Gallatin Field
14h 42m
Sat, Oct 26
BZN
Bozeman Gallatin Field
ORD
Chicago O'Hare Intl
9h 10m
Trip: 9 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 37,939 reviews
Overall
6.0
Boarding
6.4
Comfort
5.4
Crew
6.9
Entertainment
4.6
Food
4.7
DEN
JAX
Excellent 9.0

Pros: Crew was very nice and upbeat

Cons: Just a little more leg room would have been nice

CVG
SAN
Mediocre 3.5

Pros: Nothing

DEN
MKE
Mediocre 2.0

Pros:

OMA
DEN
Okay 5.5

Pros: Good price. Flight was ontime. Boarding and unboarding was fairly fast due to fewer bags to put in the overheads.

Cons: Seat did not recline. No wifi / entertainment. Food/drinks all cost extra. No chance to talk to a person at checkin. Seats assigned for my wife and I were not near each other. Gate agent was able to put us together in last row, but that was the last and only option.

DEN
MSP
Okay 4.5

Pros: Left on time and arrived on time.

Cons: Seats don't recline and don't have padding.

Wed, Jul 31
ORD
Chicago O'Hare Intl
GTF
Great Falls
6h 20m
Tue, Aug 6
GTF
Great Falls
ORD
Chicago O'Hare Intl
4h 48m
Trip: 7 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,213 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
CLT
SLC
Good 6.0

Pros: Inflight entertainment was great. Movies, games, moving map. Best I’ve ever seen in main cabin for free.

Cons: The seating was too cramped. It’s extremely uncomfortable. Seems tighter both on knees and elbows.

SEA
ANC
Excellent 8.3

Cons: Food really bad on both segments.

MSP
SLC
Good 7.0

Cons: The entertainment system was out completely for the whole flight

JFK
MIA
Excellent 8.3

Pros: Comfortable Seating!

Cons: Flight delayed Quite a bit.

CPH
JFK
Good 7.6

Cons: Both Copenhagen and New York need to go a better job on the flow of passengers through Passport control.

Thu, Aug 1
ORD
Chicago O'Hare Intl
GTF
Great Falls
3h 39m
Tue, Aug 6
GTF
Great Falls
ORD
Chicago O'Hare Intl
3h 13m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 2 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
DEN
BOI
Okay 5.0

Pros: Crew was accommodating

Cons: They has us deplane twice. Flight was delayed 2 hours. Need to upgrade plane equipment

SNA
SFO
Okay 4.6

Cons: Delay killed my travel plans and resulted in a nine hour layover in Munich Germany!

ORD
GTF
Good 6.3

Pros: Loved the Great Falls airport!! Who goes to an airport that has leather couches that you can lay down on and take a quick nap!! Beautiful airport!!

EWR
ORD
Excellent 10.0

Pros: Friendly helpful crew

Cons: Everything spot on! Perfect! Thanks!!

PSP
SFO
Excellent 9.3

Pros: Crew was very nice.

Cons: A choice between pretzels and other snacks.

Sat, Sep 28
ORD
Chicago O'Hare Intl
BZN
Bozeman Gallatin Field
6h 16m
Thu, Oct 3
BZN
Bozeman Gallatin Field
ORD
Chicago O'Hare Intl
7h 25m
Trip: 6 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 37,939 reviews
Overall
6.0
Boarding
6.4
Comfort
5.4
Crew
6.9
Entertainment
4.6
Food
4.7
CID
DEN
Mediocre 3.6

Pros: Nice crew

Cons: Delayed, uncomfortable seats

RDU
PVD
Excellent 10.0

Pros: Everything was excellent. One of the best flying experiences that we've had as a family.we flew in with AA and the difference was clearly evident. Excellent flight crew and customer service

Cons: Nothing

MCO
ONT
Excellent 10.0

Pros: I got back on time and smooth flight!

Cons: Recliner sitting

DEN
SFO
Excellent 9.0

Pros: Everyone was helpful and friendly.

Cons: Not charge so much for luggage and carry-ons.

CLT
MCO
Excellent 8.0

Pros: Nothing to add, no issues with crew or seating

Cons: I don't like having to pay for carry on bag

Sat, Aug 10
ORD
Chicago O'Hare Intl
FCA
Kalispell Glacier Park
5h 31m
Sat, Aug 17
FCA
Kalispell Glacier Park
ORD
Chicago O'Hare Intl
5h 37m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,213 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
HNL
ATL
Good 7.6

Pros: I was surprised that we received two meals and constant drinks in economy. Delta definitely has better hospitality than American.

Cons: The seats were really tight between the rows. The space between the seats on the same row were typical.

SEA
LAX
Mediocre 2.6

Cons: It was canceled

LAX
SJC
Poor 0.0

Cons: Can't tell how the flight was because missed connecting flight from LAX to SJC because Westjet from YYZ to LAX had a mechanical issue. They end up replacing a tire which caused a 1.5 hr flight delay

ATL
ROA
Mediocre 2.0

Pros: Diverted for unclear reasons. Stuck in TSY with hotel voucher to an overbooked hotel; trying to find out of pocket accommodations after long day of no food at MIDNIGHT was a real downer! I’ll let ya know if I make it home TODAY!!!

MNL
NRT
Excellent 8.0

Pros: The crew at the checking counters were very accommodating. Knowing that I had requested a wheelchair, they changed my seat to one that was closer to the door.

Cons: The flight attendants in my could have been more visible other than just during the food service time.

Tue, Jul 2
ORD
Chicago O'Hare Intl
MSO
Missoula Johnson-Bell Field
3h 59m
Tue, Jul 16
MSO
Missoula Johnson-Bell Field
ORD
Chicago O'Hare Intl
3h 20m
Trip: 15 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
IAD
LHR
Okay 5.3

Pros: The crew was very nice and I appreciated the entertainment options

Cons: I have a receipt showing Austrian airlines, was unable to check in online, so I waited in a very long line to get to the Austrian counter only to be told that my flight was actually a United flight and I would need to go wait in that long line for my ticket.

JAX
EWR
Excellent 10.0

Cons: Flight was canceled and I was left stranded.

CUN
ORD
Excellent 8.0

Pros: The crew was great

Cons: Food was so-so and the seats could use a little more padding

EWR
ORD
Excellent 10.0

Pros: Friendly helpful crew

Cons: Everything spot on! Perfect! Thanks!!

SFO
PDX
Good 6.8

Cons: The size of the seats

Sat, Aug 17
MDW
Chicago Midway
BIL
Billings Logan Intl
7h 09m
Thu, Aug 22
BIL
Billings Logan Intl
MDW
Chicago Midway
4h 46m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,213 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
CLE
MSP
Okay 5.2

Cons: The Delta flight leaving Cleveland was a hour and a half late so we could not make our connection to get home and had to overnight in Minneapolis. This is the fourth time in six flights For Delta. I think the Kayak booking algorithm needs to allow more time between connecting flights.

JFK
CHS
Excellent 9.6

Cons: Left A bag behind in NY

ATL
RDU
Excellent 8.0

Pros: Did a good job despite the weather during the flight

ICN
DTW
Excellent 8.6

Pros: Boarding: c'mon...too many groups and subgroups. Radiculous!

Cons: STOP the non-sense of so many boarding goups. What happened to Common Sense boarding? Ill and needing add'l medical help, First Class, Plus Class, then General Boarding. Give me a Break with all the other subgoups for Delta, all B. S. !!

SEA
YVR
Mediocre 2.0

Pros: Never made the connecting flight.

Sun, Jun 30
ORD
Chicago O'Hare Intl
HLN
Helena
8h 55m
Fri, Jul 5
HLN
Helena
ORD
Chicago O'Hare Intl
5h 59m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 39,529 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
MCO
DCA
Excellent 10.0

Cons: Nothing, great job

RDU
LAX
Okay 5.0

Cons: Stewardess very rude

LAS
DFW
Okay 5.6

Cons: AA1792 from Dallas to Cincinnati on 6/8/19 had no air conditioning. It was miserable. The brakes needed repair, too. No passengers seated in the premium exit aisle seats.

ORD
LAX
Excellent 9.6

Pros: Left on time and arrived early

JFK
DCA
Excellent 8.0

Pros:

Cons:

Sat, Jul 13
ORD
Chicago O'Hare Intl
FCA
Kalispell Glacier Park
3h 43m
Wed, Jul 17
FCA
Kalispell Glacier Park
ORD
Chicago O'Hare Intl
3h 27m
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 2 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
LHR
IAD
Excellent 9.0

Pros: Quick boarding and deplaning process

Cons: Offer free wifi instead of charging.

AUS
EWR
Excellent 10.0

Pros: The pilot team did an outstanding job explaining and communicating our progress in our holding pattern outside of Newark. We still missed our flight but God love em, they tried!

Cons: Great airline...change nothing down! Keep the current level or keep raising it.

SFO
LAS
Excellent 10.0

Pros: The entire process was a breeze

RIC
ORD
Excellent 8.0

Cons: Flight departure could have been on time

LGA
ORD
Good 7.3

Cons: The flight was supposed to leave at 9:15pm and didn’t leave until 12:00 am.

Sat, Aug 24
MDW
Chicago Midway
MSO
Missoula Johnson-Bell Field
7h 16m
Sat, Aug 31
MSO
Missoula Johnson-Bell Field
MDW
Chicago Midway
6h 40m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,196 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ICN
DTW
Excellent 8.6

Pros: Boarding: c'mon...too many groups and subgroups. Radiculous!

Cons: STOP the non-sense of so many boarding goups. What happened to Common Sense boarding? Ill and needing add'l medical help, First Class, Plus Class, then General Boarding. Give me a Break with all the other subgoups for Delta, all B. S. !!

AMS
JFK
Good 7.6

Cons: Boarding wasn't by zone but all at once.

CLE
MSP
Okay 5.2

Cons: The Delta flight leaving Cleveland was a hour and a half late so we could not make our connection to get home and had to overnight in Minneapolis. This is the fourth time in six flights For Delta. I think the Kayak booking algorithm needs to allow more time between connecting flights.

SEA
LAX
Mediocre 2.6

Cons: It was canceled

BHM
ATL
Mediocre 2.5

Pros: Crew was great. Delta auto rebooking caused me to miss my next flight

Cons: Contacting me before rebooking would have saved me $400

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