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Cheap flights from Dubuque to Chicago from $101

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Dubuque to Chicago departing on 9/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Denver Air Connection Logo
7:50 am - 8:55 amDBQ-ORD
1h 05mnonstop
Denver Air Connection Logo
5:00 pm - 5:55 pmORD-DBQ
0h 55mnonstop
$202Denver Air Connection
Find Deal
Thu, Sep 25 - Mon, Sep 29
Denver Air Connection Logo
7:50 am - 8:55 amDBQ-ORD
1h 05mnonstop
Denver Air Connection Logo
5:00 pm - 5:55 pmORD-DBQ
0h 55mnonstop
$218Denver Air Connection
Find Deal
Sat, Nov 29 - Tue, Dec 9
Denver Air Connection Logo
7:50 am - 8:55 amDBQ-ORD
1h 05mnonstop
Denver Air Connection Logo
5:00 pm - 5:55 pmORD-DBQ
0h 55mnonstop
$249Denver Air Connection
Find Deal
Tue, Sep 2 - Sat, Sep 6
Denver Air Connection Logo
7:50 am - 8:55 amDBQ-ORD
1h 05mnonstop
Denver Air Connection Logo
5:00 pm - 5:55 pmORD-DBQ
0h 55mnonstop
$259Denver Air Connection
Find Deal
Wed, Sep 3 - Sun, Sep 7
Denver Air Connection Logo
7:50 am - 8:55 amDBQ-ORD
1h 05mnonstop
Denver Air Connection Logo
5:00 pm - 5:55 pmORD-DBQ
0h 55mnonstop
$269Denver Air Connection
Find Deal
Tue, Sep 2 - Sat, Sep 6

Denver Air Connection flights from Dubuque to Chicago

Our best Denver Air Connection deals on Dubuque to Chicago flight tickets
Denver Air Connection
Sep 25
DBQ7:50 amDubuque
1h 05m
ORD8:55 amChicago O'Hare Intl
Sep 29
ORD5:00 pmChicago O'Hare Intl
0h 55m
DBQ5:55 pmDubuque
$202
Find similar
Denver Air Connection
Nov 29
DBQ7:50 amDubuque
1h 05m
ORD8:55 amChicago O'Hare Intl
Dec 9
ORD5:00 pmChicago O'Hare Intl
0h 55m
DBQ5:55 pmDubuque
$218
Find similar
Denver Air Connection
Sep 2
DBQ7:50 amDubuque
1h 05m
ORD8:55 amChicago O'Hare Intl
Sep 6
ORD5:00 pmChicago O'Hare Intl
0h 55m
DBQ5:55 pmDubuque
$249
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Dubuque 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, momondo users made 832,500 searches. Data last updated August 21, 2025.
Use the filters below to find and compare flights from Dubuque to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DubuqueChicago

DBQ - ORD

DBQORD

Dubuque

Thu 9/25

7:50 am-8:55 am

Nonstop1h 05m

Chicago O'Hare Intl

Mon 9/29

5:00 pm-5:55 pm

Nonstop0h 55m

$202

DubuqueChicago

DBQ - ORD

DBQORD

Dubuque

Sat 11/29

7:50 am-8:55 am

Nonstop1h 05m

Chicago O'Hare Intl

Tue 12/9

5:00 pm-5:55 pm

Nonstop0h 55m

$218

DubuqueChicago

DBQ - ORD

DBQORD

Dubuque

Tue 9/2

7:50 am-8:55 am

Nonstop1h 05m

Chicago O'Hare Intl

Sat 9/6

5:00 pm-5:55 pm

Nonstop0h 55m

$249

DubuqueChicago

DBQ - ORD

DBQORD

Dubuque

Wed 9/3

7:50 am-8:55 am

Nonstop1h 05m

Chicago O'Hare Intl

Sun 9/7

5:00 pm-5:55 pm

Nonstop0h 55m

$259

DubuqueChicago

DBQ - ORD

DBQORD

Dubuque

Tue 9/2

7:50 am-8:55 am

Nonstop1h 05m

Chicago O'Hare Intl

Sat 9/6

5:00 pm-5:55 pm

Nonstop0h 55m

$269

DubuqueChicago

DBQ - ORD

DBQORD

Dubuque

Sun 9/14

7:50 am-8:55 am

Nonstop1h 05m

$101

DubuqueChicago

DBQ - ORD

DBQORD

Dubuque

Wed 9/10

7:50 am-8:55 am

Nonstop1h 05m

$104

DubuqueChicago

DBQ - ORD

DBQORD

Dubuque

Fri 9/5

7:50 am-8:55 am

Nonstop1h 05m

$129

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Dubuque to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $142. This is often the case because there is less demand to fly during this day of the week. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Dubuque to Chicago for around $218.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Dubuque to Chicago during this time can be as low as $172. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $222.

What is the cheapest Dubuque to Chicago flight route?

Fly from Dubuque to Chicago O'Hare Intl for the best Dubuque - Chicago flight prices

What cabin class options are available on Dubuque to Chicago flights?

There are 1 cabin classes available to choose from on Dubuque to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Dubuque to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Dubuque to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Dubuque to Chicago (DBQ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dubuque to Chicago

Best Price Found

$104

Fastest flight time

1h 05m

Direct flights

Wed, Thu, Fri, Sat and Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Dubuque in the past 72 hours is $104. The best round-trip flight deal from Dubuque to Chicago found on momondo in the last 72 hours is $209.
The fastest flight from Dubuque to Chicago takes 1h 05m
Direct flights go from Dubuque to Chicago on Wednesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Denver Air Connection.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
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  • How far is Dubuque to Chicago by plane?

    A flight from Dubuque to Chicago will travel around 161.2 mi. Typically, this will take 1h 05m by plane in normal conditions.

  • When did momondo last update prices for flights from Dubuque Airport to Chicago?

    Prices for flights from Dubuque Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Dubuque Airport to Chicago?

  • How old do you have to be to fly from Dubuque Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Dubuque Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Dubuque to Chicago?

  • What is the most popular airline from Dubuque to Chicago?

Best airlines flying from Dubuque to Chicago

Compare and see reviews for airlines that fly from Dubuque to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Denver Air ConnectionPriceFrom $129Free CancellationRating
8.8
14 reviews
Search Denver Air Connection flights

  • Denver Air Connection Flights From Dubuque to Chicago

    Denver Air Connection flight deals from Dubuque to Chicago start from $129 round-trip. Over the 7 Denver Air Connection flights for this route in a normal week, average airfare is usually $172 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Dubuque to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Dubuque to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Dubuque to Chicago with flexible booking policies on momondo?

All flight searches from Dubuque to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Dubuque to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Dubuque. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Dubuque to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Dubuque to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport