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$108+ Cheap flights from Montrose (MTJ) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
MTJ — CHI
Apr 25 — May 21
Sat 4/25
Sat 5/2
1 adult, Economy
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Cheap flight deals from Montrose to Chicago

Cheapest flights from Montrose to Chicago
Explore the most affordable flight options available from Montrose to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 26, 2026.

This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:30 am
MTJ
-
ORD
2 stops12h 50m
Southwest
Wed 5/611:55 am
ORD
-
MTJ
2 stops9h 00m
Southwest
Deal found 3/25$236
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:45 am
MTJ
-
ORD
2 stops13h 10m
Southwest
Fri 5/18:00 am
ORD
-
MTJ
2 stops12h 10m
Southwest
Deal found 3/23$261
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2312:42 pm
MTJ
-
ORD
1 stop8h 18m
American Airlines
Sun 4/266:04 am
ORD
-
MTJ
1 stop6h 54m
American Airlines
Deal found 3/25$309
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:45 am
MTJ
-
ORD
1 stop5h 15m
Southwest
Tue 4/2811:55 am
ORD
-
MTJ
2 stops9h 00m
Southwest
Deal found 3/22$314
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:45 am
MTJ
-
MDW
2 stops9h 50m
Southwest
Tue 4/281:55 pm
MDW
-
MTJ
2 stops7h 00m
Southwest
Deal found 3/22$319
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:45 am
MTJ
-
MDW
2 stops6h 50m
Southwest
Fri 5/110:25 am
MDW
-
MTJ
2 stops9h 45m
Southwest
Deal found 3/23$343
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/91:40 pm
MTJ
-
ORD
1 stop6h 40m
United Airlines
Sun 4/127:00 am
ORD
-
MTJ
1 stop6h 41m
United Airlines
Deal found 3/21$356
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:25 pm
MTJ
-
ORD
1 stop5h 14m
United Airlines
Mon 6/89:04 am
ORD
-
MTJ
Nonstop3h 39m
United Airlines
Deal found 3/22$368
This United Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2112:31 pm
MTJ
-
ORD
Nonstop3h 18m
United Airlines
Sun 5/319:04 am
ORD
-
MTJ
Nonstop3h 39m
United Airlines
Deal found 3/25$379
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/43:37 pm
MTJ
-
ORD
1 stop4h 40m
United Airlines
Wed 4/84:10 pm
ORD
-
MTJ
1 stop5h 10m
United Airlines
Deal found 3/22$409
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:10 am
MTJ
-
MDW
1 stop5h 10m
Southwest
Mon 4/133:30 pm
MDW
-
MTJ
1 stop4h 40m
Southwest
Deal found 3/25$434
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:45 am
MTJ
-
MDW
2 stops7h 20m
Southwest
Sat 4/111:55 pm
MDW
-
MTJ
1 stop5h 55m
Southwest
Deal found 3/23$439

Find flight deals from Montrose to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Montrose (MTJ) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$230
(Southwest)

One-way from

$108
(Southwest)

Popular in

November

Cheapest in

February

Average price

$437

Good round-trip deal

$290 or less

Good one-way deal

$250 or less
Provider with most accurate pricing for Montrose County-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Montrose County-Chicago (CHI) flights.
Search Deals
From Montrose County to Chicago (CHI)
Search Deals
One-way flight from Montrose County to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 28% potential increase in price ($172 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Montrose County to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Montrose County to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montrose to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 26, 2026.
Use the filters below to find and compare flights from Montrose to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Tue 4/28

8:45 am-10:55 pm

2 stops13h 10m

Chicago O'Hare Intl

Fri 5/1

8:00 am-7:10 pm

2 stops12h 10m

$261

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Thu 4/23

12:42 pm-10:00 pm

1 stop8h 18m

Chicago O'Hare Intl

Sun 4/26

6:04 am-11:58 am

1 stop6h 54m

$309

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Tue 4/21

8:45 am-7:35 pm

2 stops9h 50m

Chicago Midway

Tue 4/28

1:55 pm-7:55 pm

2 stops7h 00m

$319

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Tue 4/21

8:45 am-11:55 pm

2 stops14h 10m

Chicago O'Hare Intl

Tue 4/28

11:55 am-7:55 pm

2 stops9h 00m

$325

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Thu 4/9

1:40 pm-9:20 pm

1 stop6h 40m

Chicago O'Hare Intl

Sun 4/12

7:00 am-12:41 pm

1 stop6h 41m

$356

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Tue 4/28

8:45 am-7:35 pm

2 stops9h 50m

Chicago Midway

Fri 5/1

11:40 am-7:10 pm

1 stop8h 30m

$368

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Thu 4/9

8:10 am-2:20 pm

1 stop5h 10m

Chicago Midway

Mon 4/13

3:30 pm-7:10 pm

1 stop4h 40m

$434

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Tue 4/7

8:45 am-5:05 pm

2 stops7h 20m

Chicago Midway

Sat 4/11

1:55 pm-6:50 pm

1 stop5h 55m

$439

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Thu 7/9

8:00 am-4:40 pm

2 stops7h 40m

Chicago Midway

Tue 7/14

11:25 am-7:25 pm

2 stops9h 00m

$444

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Thu 4/9

7:15 am-2:52 pm

1 stop6h 37m

Chicago O'Hare Intl

Mon 4/13

2:35 pm-8:20 pm

1 stop6h 45m

$449

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/23

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Montrose to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Montrose to Chicago in March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Montrose-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Montrose-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Montrose-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Montrose-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Montrose-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Montrose to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Montrose with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Montrose to Chicago?

Currently, August is the cheapest month in which you can book a flight from Montrose to Chicago (average of $182). Flying from Montrose to Chicago in January is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MTJ to CHI?

Find hourly flight availability from Montrose to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 26, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Montrose to Chicago as you normally would.

How much does it cost to fly round-trip from Montrose to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated March 26, 2026.
Read reviews from past customers who have flown United Airlines from Montrose to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,484 reviews

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,484 reviews
United Airlines
7.4
Good
9,484 reviews

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Related info for your journey

Find useful and relevant information for your journey from Montrose to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Montrose to Chicago?

    Located just 2.3 mi from the city center, Montrose County is the airport most travelers will use when flying to Chicago from Montrose. Booking flights from Montrose County (MTJ) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 1 airline.

  • How long is the flight from Montrose to Chicago?

    For as low as $309, Southwest can have you in Chicago from Montrose in 8h 18m. The distance between Montrose and Chicago is about 1078 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Montrose to Chicago round-trip?

    Currently priced at $299, United Airlines will fly you from Montrose to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. United Airlines is currently priced 31% below the average price you’ll pay for this route.

  • What are the cheapest flights from Montrose to Chicago?

    Looking for the cheapest flight from Montrose to Chicago? While on average our users pay $369, our data indicates the cheapest price to be $209. The most popular route (Montrose County - Chicago O'Hare Intl), is priced around $368.

  • Can I find deals for flights from Montrose to Chicago that include hotel bookings?

    Yes. In addition to deals on Montrose to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Montrose to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Montrose to Chicago.

  • Can I find deals for business class flights from Montrose to Chicago?

    Yes. Cheapflights offers flight deals from Montrose to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Montrose to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Montrose to Chicago (average of $182). Flying from Montrose to Chicago in January is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top airline flying from Montrose to Chicago

Discover the top airline that operate flights from Montrose to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$299Average$524FlexibilityNo cancel feeOn-time69%

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