MTJ - CHI

$140 Find Cheap Flights from Montrose to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Montrose to Chicago departing on 8/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montrose to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montrose to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Montrose to Chicago (MTJ-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Montrose to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Montrose to Chicago

Fri, Sep 12 - Fri, Sep 19
American Airlines Logo
2:29 pm - 11:59 pmMTJ-ORD
8h 30m1 stop
American Airlines Logo
7:10 pm - 10:06 amORD-MTJ
15h 56m2 stops
$308American Airlines
Find Deal
Sun, Oct 19 - Wed, Oct 22
Southwest Logo
4:30 pm - 12:35 amMTJ-MDW
7h 05m1 stop
Southwest Logo
11:10 am - 4:05 pmMDW-MTJ
5h 55m1 stop
$322Southwest
Find Deal
Sun, Oct 19 - Wed, Oct 22
Southwest Logo
4:30 pm - 12:35 amMTJ-MDW
7h 05m1 stop
Southwest Logo
7:40 am - 4:05 pmMDW-MTJ
9h 25m2 stops
$327Southwest
Find Deal
Fri, Sep 12 - Fri, Sep 19
American Airlines Logo
2:29 pm - 11:59 pmMTJ-ORD
8h 30m1 stop
American Airlines Logo
6:00 am - 1:32 pmORD-MTJ
8h 32m1 stop
$364American Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
Southwest Logo
11:45 am - 9:00 pmMTJ-MDW
8h 15m2 stops
Southwest Logo
9:20 pm - 12:00 pmMDW-MTJ
15h 40m2 stops
$383Southwest
Find Deal
Sun, Oct 19 - Wed, Oct 22
Southwest Logo
4:30 pm - 11:05 pmMTJ-ORD
5h 35m1 stop
Southwest Logo
7:00 am - 4:05 pmORD-MTJ
10h 05m1 stop
$389Southwest
Find Deal
Sun, Sep 14 - Fri, Sep 26
United Airlines Logo
3:24 pm - 11:59 pmMTJ-ORD
7h 35m1 stop
United Airlines Logo
2:53 pm - 8:19 pmORD-MTJ
6h 26m1 stop
$412United Airlines
Find Deal
Thu, Aug 28 - Wed, Sep 3
United Airlines Logo
1:43 pm - 7:57 pmMTJ-ORD
5h 14m1 stop
United Airlines Logo
8:00 am - 8:22 pmORD-MTJ
13h 22m2 stops
$440United Airlines
Find Deal
Thu, Aug 28 - Wed, Sep 3
United Airlines Logo
3:24 pm - 5:10 pmMTJ-ORD
24h 46m2 stops
United Airlines Logo
8:45 am - 11:05 amORD-MTJ
3h 20mnonstop
$458United Airlines
Find Deal
Sun, Sep 14 - Fri, Sep 26
United Airlines Logo
3:24 pm - 10:42 pmMTJ-ORD
6h 18m1 stop
United Airlines Logo
8:30 pm - 2:29 pmORD-MTJ
18h 59m2 stops
$473United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Montrose to Chicago flights

Get data-powered insights and trends into flights from Montrose to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Montrose to Chicago?

What is the cheapest Montrose to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Montrose to Chicago costs $384 on the route between Montrose (MTJ) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

What’s the cheapest day of the week to fly from Montrose to Chicago?

The average price of all round-trip flights from Montrose to Chicago clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Montrose to Chicago, look for departures on Saturdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago, Wednesday is the cheapest day to fly and Thursday is the most expensive.

What is the cheapest month to fly from Montrose to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Montrose to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Montrose to Chicago is January, where tickets cost $288 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $568 and $544 respectively.

Can I save money by flying with a layover from Montrose to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $299, prices are generally cheapest when you fly direct.

Good to know

Low seasonFebruary
Cheapest flight$140
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 43% increase in price.
Flight from Montrose to Chicago O'Hare Airport

When to book flights from Montrose to Chicago

Are your dates flexible? Find out the best times to travel from Montrose to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Montrose to Chicago

  • What is the cheapest flight from Montrose to Chicago?

    In the last 3 days, the lowest price for a flight from Montrose to Chicago was $140 for a one-way ticket and $308 for a round-trip.

  • Do I need a passport to fly between Montrose and Chicago?

    No, a passport isn't needed to fly from Montrose to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Montrose to Chicago?

    On your way to Chicago, you’ll fly out from Montrose County. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Montrose to Chicago?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Montrose to Chicago flight route.

  • Which airline alliances offer flights from Montrose to Chicago?

    Star Alliance is the only airline alliance operating flights between Montrose and Chicago.

  • On which days can I fly direct from Montrose to Chicago?

    You can catch a nonstop flight from Montrose to Chicago on on Wednesday, and Saturday.

  • Which is the best airline for flights from Montrose to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Montrose to Chicago are Southwest and United Airlines. With an average price for the route of $438 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $458 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Montrose to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Montrose to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Montrose to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Montrose is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Montrose to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Montrose with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Montrose to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Montrose up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Montrose to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $295 or less one-way and $407 or less round-trip.

Prefer to fly direct from Montrose to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Montrose County to Chicago.
Find which airlines fly direct from Montrose County Airport to Chicago, which days they fly and book direct flights.

Direct departures

Montrose County to Chicago

Wednesday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago to Montrose County

Wednesday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

See more direct flights

Reviews of the top 3 airlines serving from Montrose to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Montrose to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Montrose to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4244 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Airline reviews

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

2.0 MediocreMike, Jul 2025DEN - BWI
Read more Southwest reviews

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

I would have liked to arrive on time - not 5 hours late!

1.5 hour delay, poor service, no compassion from the crew. Terrible experience

Our flight was diverted from being a non-stop to getting within 150 miles and requiring another plane. We heard 4 or 5 different versions from SW as to why we had to stop, then wait for a replacement plane. Five hour delay, weather did not come up as a single excuse.... communication was not clear and well explained. No one really took charge!

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

It seems as though the provisions are even less. Although SWA used to be an economy Airline, that isn't really the case anymore. I paid over $700. for a round trip to Denver and I could have flown just about any airline for the price. The drinks are now in a 6-ounce cup and with ice I'm sure a can would fill more than 2 cups. However, I am very proud of SWA for using paper rather than continuing to contribute to the millions of plastic cups being used each day. I've thought of this fr many years and am so glad to see it come to fruition, if not by only SWA so far.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

Everything you need to know for your flight from Montrose to Chicago

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.