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$160+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
MTJ — CHI
Jul 9 — Jul 161
Thu 7/9
Thu 7/16
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 June 9, 2026.

This American Airlines deal was found by Cheapflights users on 6/7. 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.
Fri 7/32:22 pm
MTJ
-
ORD
1 stop6h 00m
American Airlines
Tue 7/76:04 am
ORD
-
MTJ
1 stop8h 26m
American Airlines
Deal found 6/7$309
This United Airlines deal was found by Cheapflights users on 6/4. 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 6/2512:31 pm
MTJ
-
ORD
Nonstop3h 18m
United Airlines
Mon 6/299:04 am
ORD
-
MTJ
Nonstop3h 39m
United Airlines
Deal found 6/4$337
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/13:25 pm
MTJ
-
ORD
1 stop5h 14m
United Airlines
Sat 7/49:04 am
ORD
-
MTJ
Nonstop3h 39m
United Airlines
Deal found 6/5$356
This American Airlines deal was found by Cheapflights users on 6/6. 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.
Sat 7/42:22 pm
MTJ
-
ORD
1 stop8h 17m
American Airlines
Sat 7/115:00 am
ORD
-
MTJ
1 stop5h 42m
American Airlines
Deal found 6/6$359
This United Airlines deal was found by Cheapflights users on 6/6. 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 7/13:25 pm
MTJ
-
ORD
1 stop5h 14m
United Airlines
Tue 7/76:00 am
ORD
-
MTJ
1 stop7h 34m
United Airlines
Deal found 6/6$360
This United Airlines deal was found by Cheapflights users on 6/6. 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 8/612:31 pm
MTJ
-
ORD
Nonstop3h 18m
United Airlines
Sun 8/99:04 am
ORD
-
MTJ
Nonstop3h 39m
United Airlines
Deal found 6/6$361
This Southwest deal was found by Cheapflights users on 6/8. 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.
Wed 8/129:05 am
MTJ
-
MDW
1 stop4h 15m
Southwest
Fri 8/142:05 pm
MDW
-
MTJ
1 stop6h 15m
Southwest
Deal found 6/8$364
This United Airlines deal was found by Cheapflights users on 6/6. 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 7/412:31 pm
MTJ
-
ORD
Nonstop3h 18m
United Airlines
Sat 7/116:00 am
ORD
-
MTJ
1 stop7h 34m
United Airlines
Deal found 6/6$382
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Tue 6/303:25 pm
MTJ
-
ORD
1 stop6h 24m
United Airlines
Sat 7/49:04 am
ORD
-
MTJ
Nonstop3h 39m
United Airlines
Deal found 6/5$399
This Southwest deal was found by Cheapflights users on 6/5. 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.
Wed 7/18:15 am
MTJ
-
MDW
2 stops7h 50m
Southwest
Tue 7/711:25 am
MDW
-
MTJ
2 stops9h 05m
Southwest
Deal found 6/5$425
This Southwest deal was found by Cheapflights users on 6/5. 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.
Wed 8/59:05 am
MTJ
-
MDW
2 stops5h 55m
Southwest
Sun 8/93:10 pm
MDW
-
MTJ
1 stop5h 40m
Southwest
Deal found 6/5$448
This Southwest deal was found by Cheapflights users on 6/6. 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 8/69:10 am
MTJ
-
MDW
1 stop6h 00m
Southwest
Sun 8/93:10 pm
MDW
-
MTJ
1 stop5h 40m
Southwest
Deal found 6/6$474

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 June 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(American Airlines)

One-way from

$160
(Southwest)

Popular in

November

Cheapest in

February

Average price

$399

Good round-trip deal

$464 or less

Good one-way deal

$256 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. 30% potential increase in price ($188 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 9, 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 - MDW

MTJMDW

Montrose County

Wed 8/12

9:05 am-2:20 pm

1 stop4h 15m

Chicago Midway

Fri 8/14

2:05 pm-7:20 pm

1 stop6h 15m

$364

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Sat 10/31

1:35 pm-9:13 pm

1 stop6h 38m

Chicago O'Hare Intl

Tue 11/3

2:18 pm-8:09 pm

1 stop6h 51m

$399

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Wed 7/1

8:15 am-5:05 pm

2 stops7h 50m

Chicago Midway

Tue 7/7

11:25 am-7:30 pm

2 stops9h 05m

$425

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Thu 10/15

3:23 pm-11:59 pm

1 stop7h 36m

Chicago O'Hare Intl

Tue 10/20

7:00 am-12:35 pm

1 stop6h 35m

$429

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Wed 8/5

1:30 pm-8:40 pm

1 stop6h 10m

Chicago O'Hare Intl

Sun 8/9

9:04 am-11:43 am

Nonstop3h 39m

$436

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Wed 8/5

9:05 am-4:00 pm

2 stops5h 55m

Chicago Midway

Sun 8/9

3:10 pm-7:50 pm

1 stop5h 40m

$448

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Fri 7/3

12:31 pm-4:49 pm

Nonstop3h 18m

Chicago O'Hare Intl

Tue 7/7

6:00 am-12:34 pm

1 stop7h 34m

$449

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Thu 8/6

9:10 am-4:10 pm

1 stop6h 00m

Chicago Midway

Sun 8/9

3:10 pm-7:50 pm

1 stop5h 40m

$474
Quickest round-trip

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Thu 8/6

1:30 pm-8:14 pm

1 stop5h 44m

Chicago O'Hare Intl

Sun 8/9

9:04 am-11:43 am

Nonstop3h 39m

$476

MontroseChicago

MTJ - MDW

MTJMDW

Montrose County

Fri 6/19

8:00 am-4:40 pm

2 stops7h 40m

Chicago Midway

Wed 6/24

2:45 pm-7:25 pm

1 stop5h 40m

$498

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/5

Showing 1-10 of 26 resultsSorted by cheapest first
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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 June.
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 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 June 9, 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 June 9, 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
9,796 reviews

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Boarding

7.7

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
9,796 reviews
United Airlines
7.4
Good
9,796 reviews

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Boarding

7.7

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 $364, Southwest can have you in Chicago from Montrose in 4h 15m. The distance between Montrose and Chicago is about 1085 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 $289, 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 $384, our data indicates the cheapest price to be $229. The most popular route (Montrose County - Chicago O'Hare Intl), is priced around $361.

  • 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.

See more FAQs

Traveling to a place near Chicago?

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

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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 June 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$289Average$524FlexibilityNo cancel feeOn-time69%

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