What are the cheapest airlines flying from Montgomery, Alabama to Chicago round-trip?

Cheapflights users have booked flights from Montgomery, Alabama to Chicago round-trip from $328. Another airline that can offer you cheap pricing is American Airlines. Delta is 14% cheaper than the average price of flights available within the next 90 days to this destination.

What is the cheapest day to fly from Montgomery, Alabama to Chicago?

Travelers seeking maximum savings on their Montgomery, Alabama to Chicago flight should consider departing on Saturday mornings when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

What is the cheapest day to fly round-trip from Montgomery, Alabama to Chicago?

It’s generally more expensive to depart on a Friday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

What is the cheapest month to fly from Montgomery, Alabama to Chicago?

Flights from Montgomery, Alabama to Chicago lean towards being more expensive in November. Prices are generally better when you fly from Montgomery, Alabama to Chicago in February, with the cheapest ticket starting at $210.

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

When flying from Montgomery, Alabama to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 4% versus a flight in the morning.

Most accurate provider : When it comes to deals on Montgomery, Alabama-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Montgomery, Alabama-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Montgomery, Alabama-Chicago flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Montgomery, Alabama-Chicago flights, Cheapflights users trust Expedia the most. Expedia 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 Montgomery, Alabama-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly from for flights from Montgomery to Chicago?

Montgomery Dannelly Field (MGM) is the airport you will fly out of if you book a flight from Montgomery to Chicago. You should not have trouble finding flights to Chicago from Dannelly Field; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Montgomery airport to Chicago. It is only a 7.1 mi journey to Dannelly Field (MGM) from Montgomery’s city center.

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

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

How can I find direct flights from Montgomery to Chicago?

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

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

Yes. Cheapflights offers flight deals from Montgomery 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.

$273+ Flights from Montgomery, AL to Chicago

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Cheap flight deals from Montgomery to Chicago

Most accurate provider	FlightHub 3 stars
Most trusted provider	Expedia 3 stars
Round-trip from	$328 (Delta)
One-way from	$273 (Delta)
Popular in	November
Cheapest in	February
Average price	$459

Provider with most accurate pricing for Montgomery Dannelly Field-Chicago (CHI) flight deals.

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Provider most trusted by Cheapflights users for Montgomery Dannelly Field-Chicago (CHI) flights.

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From Montgomery Dannelly Field to Chicago (CHI)

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One-way flight from Montgomery Dannelly Field to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).

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Average for round-trip flights in May 2025

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Find flight deals from Montgomery to Chicago

Cheapest flights from Montgomery to Chicago
Explore the most affordable flight options available from Montgomery to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2025.

Wed 7/166:26 pmMGM - ORD

1 stop5h 43mDelta

Sat 7/195:35 amORD - MGM

1 stop4h 54mDelta

Deal found 5/11

$328

Sat 11/86:00 amMGM - MDW

1 stop3h 51mDelta

Tue 11/116:00 amMDW - MGM

1 stop5h 49mDelta

Deal found 5/12

$328

Wed 5/286:55 amMGM - ORD

1 stop6h 27mAmerican Airlines

Mon 6/24:45 pmORD - MGM

1 stop6h 22mAmerican Airlines

Deal found 5/11

$356

Best flights from Montgomery to Chicago
Discover carefully curated flight deals from Montgomery to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 12, 2025.

Wed 7/166:00 amMGM - ORD

1 stop6h 16mDelta

Tue 7/221:26 pmORD - MGM

1 stop4h 19mDelta

Deal found 5/12

$328

Wed 5/286:55 amMGM - ORD

1 stop6h 27mAmerican Airlines

Mon 6/24:45 pmORD - MGM

1 stop6h 22mAmerican Airlines

Deal found 5/11

$356

Sat 11/86:00 amMGM - MDW

1 stop3h 51mDelta

Tue 11/116:00 amMDW - MGM

1 stop5h 49mDelta

Deal found 5/12

$328

Last-minute flights from Montgomery to Chicago
Discover last-minute flight deals from Montgomery to Chicago. Data last updated May 12, 2025 and is based on user searches.

Sat 5/172:20 pmMGM - MDW

1 stop6h 54mDelta

Fri 5/236:00 amMDW - MGM

1 stop5h 49mDelta

Deal found 5/12

$501

Mon 5/266:26 pmMGM - ORD

1 stop5h 32mDelta

Fri 5/307:05 amORD - MGM

1 stop4h 44mDelta

Deal found 5/11

$522

Wed 5/286:55 amMGM - ORD

1 stop6h 27mAmerican Airlines

Mon 6/24:45 pmORD - MGM

1 stop6h 22mAmerican Airlines

Deal found 5/11

$356

Thu 6/56:00 amMGM - MDW

1 stop3h 40mDelta

Tue 6/106:00 amMDW - MGM

1 stop5h 43mDelta

Deal found 5/11

$356

One-way flights from Montgomery to Chicago
Search for one-way flight options from Montgomery to Chicago. Find affordable one-way fares based on user searches. Data last updated May 12, 2025.

Mon 6/2312:23 pmMGM - MDW

1 stop5h 39mDelta

Deal found 5/12

$273

Cheapflights Fare Finder

Use the filters below to find and compare flights from Montgomery to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Wed 7/16

6:00 am-12:16 pm

1 stop6h 16m

Chicago O'Hare Intl

Tue 7/22

1:26 pm-5:45 pm

1 stop4h 19m

$328

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

Sat 11/8

6:00 am-9:51 am

1 stop3h 51m

Chicago Midway

Tue 11/11

6:00 am-11:49 am

1 stop5h 49m

$328

MontgomeryChicago

MGM - ORD

MGMORD

Montgomery Dannelly Field

Wed 5/28

6:55 am-1:22 pm

1 stop6h 27m

Chicago O'Hare Intl

Mon 6/2

4:45 pm-11:07 pm

1 stop6h 22m

$356

MontgomeryChicago

MGM - MDW

MGMMDW

Montgomery Dannelly Field

Mon 6/23

12:23 pm-6:02 pm

1 stop5h 39m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Compare providers for flights from Montgomery to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Montgomery to Chicago in May.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 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 Montgomery, Alabama-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Montgomery, Alabama-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Montgomery, Alabama-Chicago flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Montgomery, Alabama-Chicago flights, Cheapflights users trust Expedia the most. Expedia 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 Montgomery, Alabama-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 Montgomery to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Montgomery 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 Montgomery to Chicago

What is the cheapest month to book a flight from Montgomery, Alabama to Chicago?

Currently, August is the cheapest month in which you can book a flight from Montgomery, Alabama to Chicago (average of $245). Flying from Montgomery, Alabama to Chicago in March is currently the most expensive (average of $321). 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.

Rainfall in Chicago by month

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Delta

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,950 reviews

Delta

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

What airport do you fly from for flights from Montgomery to Chicago?
Montgomery Dannelly Field (MGM) is the airport you will fly out of if you book a flight from Montgomery to Chicago. You should not have trouble finding flights to Chicago from Dannelly Field; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Montgomery airport to Chicago. It is only a 7.1 mi journey to Dannelly Field (MGM) from Montgomery’s city center.
What are the cheapest airlines flying from Montgomery, Alabama to Chicago round-trip?
Cheapflights users have booked flights from Montgomery, Alabama to Chicago round-trip from $328. Another airline that can offer you cheap pricing is American Airlines. Delta is 14% cheaper than the average price of flights available within the next 90 days to this destination.
Can I find deals for flights from Montgomery to Chicago that include hotel bookings?
Yes. In addition to deals on Montgomery to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Montgomery to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Montgomery to Chicago.
Can I find deals for business class flights from Montgomery to Chicago?
Yes. Cheapflights offers flight deals from Montgomery 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 Montgomery, Alabama to Chicago?
Currently, August is the cheapest month in which you can book a flight from Montgomery, Alabama to Chicago (average of $245). Flying from Montgomery, Alabama to Chicago in March is currently the most expensive (average of $321). 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

Merrillville

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Lansing

Valparaiso

Chesterton

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Top 2 airlines flying from Montgomery to Chicago

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$148	Average$362	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$184	Average$400	FlexibilityNo cancel fee	On-timeN/A

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$273+ Cheap flights from Montgomery, AL (MGM) 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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Montgomery to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Montgomery to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Montgomery to Chicago

Cheapest flights from Montgomery to ChicagoExplore the most affordable flight options available from Montgomery to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2025.

Explore the most affordable flight options available from Montgomery to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Montgomery to Chicago that are best for you.

Compare providers for flights from Montgomery 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 Montgomery to Chicago in May.

Best time to book a flight from Montgomery to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Montgomery with our price prediction graph.

Cheapflights Insights

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

What is the cheapest month to book a flight from Montgomery, Alabama to Chicago?

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Related info for your journey

Find useful and relevant information for your journey from Montgomery 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 Montgomery to Chicago?

What are the cheapest airlines flying from Montgomery, Alabama to Chicago round-trip?

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

How can I find direct flights from Montgomery to Chicago?

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

What is the cheapest month to book a flight from Montgomery, Alabama to Chicago?

Traveling to a place near Montgomery?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Montgomery to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Montgomery to Chicago

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Cheapest flights from Montgomery to Chicago
Explore the most affordable flight options available from Montgomery to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2025.