What airlines fly to Chicago?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Valparaiso, Florida according to our data. United Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Valparaiso, Florida to Chicago on average per week?

As of August 2026, there are 21 flights per week flying from Valparaiso, Florida to Chicago. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

What is the cheapest airline that flies from Valparaiso Destin-Ft Walton Beach to Chicago?

Allegiant Air, Southwest, and American Airlines are the most popular carriers operating from Valparaiso Destin-Ft Walton Beach to Chicago

How many flights depart from Valparaiso, Florida to Chicago on average per day?

As of August 2026, 3 flights take off from Valparaiso, Florida and land in Chicago each day. The most common flight departure time for this route is 11:00AM, with 100% of daily flights taking off at noon.

When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago?

Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago are updated daily.

How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago?

As of August 2026, there are 2 operators available to choose from for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago.

How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Valparaiso Destin-Ft Walton Beach Airport to Chicago.

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

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$70 Cheap Flights from Valparaiso, Florida to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Valparaiso, Florida to Chicago

Round-trip

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:12 pm - 8:30 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

6:44 pm - 8:55 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 11mnonstop

$92Allegiant Air

Fri, Oct 16 - Mon, Oct 26

6:16 pm - 8:34 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

9:02 pm - 11:13 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 11mnonstop

$108Allegiant Air

Fri, Oct 2 - Mon, Oct 5

6:07 pm - 8:25 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

6:44 pm - 8:55 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 11mnonstop

$111Allegiant Air

Fri, Oct 23 - Mon, Oct 26

6:16 pm - 8:34 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

12:56 pm - 7:09 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

6h 13m1 stop Knoxville McGhee Tyson

$216Allegiant Air

Fri, Oct 2 - Mon, Oct 5

6:16 pm - 8:34 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

6:25 am - 8:17 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

13h 52m2 stops Atlanta Hartsfield-Jackson Washington, D.C. Dulles Intl

$262Multiple Airlines

Fri, Oct 2 - Mon, Oct 5

6:16 pm - 8:34 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

6:46 pm - 8:17 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

25h 31m2 stops Atlanta Hartsfield-Jackson Washington, D.C. Dulles Intl

$267Multiple Airlines

Fri, Oct 2 - Sun, Oct 4

12:00 pm - 11:43 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

35h 43m2 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson

6:44 pm - 8:55 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 11mnonstop

$300Multiple Airlines

Fri, Oct 23 - Mon, Oct 26

11:44 am - 2:39 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 55mnonstop

8:34 am - 11:09 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 35mnonstop

$386American Airlines

Tue, Nov 24 - Wed, Dec 2

11:46 am - 2:35 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 49mnonstop

8:27 am - 10:52 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 25mnonstop

$386American Airlines

Wed, Dec 9 - Sat, Dec 12

11:44 am - 2:39 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 55mnonstop

8:34 am - 11:10 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 36mnonstop

$386American Airlines

Tue, Nov 24 - Tue, Dec 1

Cheap last minute flights

Enter your travel dates to find the best prices.

5:15 pm - 10:00 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

4h 45m1 stop Houston Hobby

5:30 pm - 9:00 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

3h 30m1 stop Nashville Intl

$399Southwest

Sat, Aug 29 - Mon, Sep 28

9:45 am - 7:20 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

9h 35m2 stops Dallas Love Field Nashville Intl

5:30 pm - 9:00 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

3h 30m1 stop Nashville Intl

$404Southwest

Sat, Aug 29 - Mon, Sep 28

9:45 am - 8:30 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

10h 45m2 stops Dallas Love Field Baltimore/Washington

3:10 pm - 9:00 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

5h 50m2 stops Lambert-St Louis Nashville Intl

$414Southwest

Sat, Aug 29 - Mon, Sep 28

2:00 pm - 8:10 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

6h 10m1 stop Nashville Intl

5:30 pm - 9:00 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

3h 30m1 stop Nashville Intl

$424Southwest

Fri, Aug 28 - Mon, Sep 28

2:00 pm - 9:00 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

7h 00m2 stops Nashville Intl Baltimore/Washington

5:30 pm - 9:00 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

3h 30m1 stop Nashville Intl

$429Southwest

Fri, Aug 28 - Mon, Sep 28

2:00 pm - 9:00 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

7h 00m2 stops Nashville Intl Baltimore/Washington

7:55 am - 3:25 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

7h 30m2 stops Lambert-St Louis Nashville Intl

$439Southwest

Fri, Aug 28 - Mon, Sep 28

11:28 am - 2:13 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 45mnonstop

8:26 am - 10:54 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 28mnonstop

$452American Airlines

Wed, Aug 26 - Sat, Aug 29

11:24 am - 2:09 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 45mnonstop

5:29 pm - 11:43 pmORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

6h 14m1 stop Miami

$458American Airlines

Sat, Aug 29 - Mon, Sep 28

12:41 pm - 5:42 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

5h 01m1 stop Charlotte Douglas

8:26 am - 10:54 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 28mnonstop

$462American Airlines

Wed, Aug 26 - Sat, Aug 29

11:28 am - 2:13 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 45mnonstop

7:30 am - 11:51 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

4h 21m1 stop Charlotte Douglas

$462American Airlines

Wed, Aug 26 - Sat, Aug 29

Cheap direct flights

Enter your travel dates to find the best prices.

6:12 pm - 8:30 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

6:44 pm - 8:55 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 11mnonstop

$92Allegiant Air

Fri, Oct 16 - Mon, Oct 26

6:16 pm - 8:34 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

9:02 pm - 11:13 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 11mnonstop

$108Allegiant Air

Fri, Oct 2 - Mon, Oct 5

6:07 pm - 8:25 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

6:44 pm - 8:55 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 11mnonstop

$111Allegiant Air

Fri, Oct 23 - Mon, Oct 26

6:30 am - 8:51 amVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 21mnonstop

9:41 am - 11:46 amMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 05mnonstop

$269Allegiant Air

Thu, Dec 17 - Sun, Dec 20

11:44 am - 2:39 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 55mnonstop

8:34 am - 11:10 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 36mnonstop

$386American Airlines

Tue, Nov 24 - Tue, Dec 1

11:44 am - 2:39 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 55mnonstop

8:34 am - 11:09 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 35mnonstop

$386American Airlines

Tue, Nov 24 - Wed, Dec 2

11:46 am - 2:35 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 49mnonstop

8:27 am - 10:52 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 25mnonstop

$386American Airlines

Wed, Dec 9 - Sat, Dec 12

12:14 pm - 2:56 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 42mnonstop

9:14 am - 11:44 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 30mnonstop

$415American Airlines

Sat, Feb 13 - Tue, Feb 16

11:46 am - 2:39 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 53mnonstop

8:34 am - 11:09 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 35mnonstop

$419American Airlines

Tue, Nov 24 - Wed, Dec 2

11:44 am - 2:39 pmVPS Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl

2h 55mnonstop

8:34 am - 11:10 amORD Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach

2h 36mnonstop

$419American Airlines

Tue, Nov 24 - Tue, Dec 1

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Delta flights from Valparaiso, Florida to Chicago

Our best Delta deals on Valparaiso, Florida to Chicago flight tickets

Delta

Nov 24

VPS12:06 pmValparaiso Destin-Ft Walton Beach

6h 59m

1 stop

ORD7:05 pmChicago O'Hare Intl

Dec 2

ORD6:15 pmChicago O'Hare Intl

5h 04m

1 stop

VPS11:19 pmValparaiso Destin-Ft Walton Beach

$405

Delta

Dec 22

VPS5:09 pmValparaiso Destin-Ft Walton Beach

4h 21m

1 stop

ORD9:30 pmChicago O'Hare Intl

Dec 24

ORD5:15 pmChicago O'Hare Intl

15h 31m

1 stop

VPS8:46 amValparaiso Destin-Ft Walton Beach

$425

Delta

Dec 22

VPS2:59 pmValparaiso Destin-Ft Walton Beach

6h 31m

1 stop

ORD9:30 pmChicago O'Hare Intl

Dec 28

ORD8:05 amChicago O'Hare Intl

10h 51m

1 stop

VPS6:56 pmValparaiso Destin-Ft Walton Beach

$446

American Airlines flights from Valparaiso, Florida to Chicago

Our best American Airlines deals on Valparaiso, Florida to Chicago flight tickets

American Airlines

Nov 24

VPS11:44 amValparaiso Destin-Ft Walton Beach

2h 55m

ORD2:39 pmChicago O'Hare Intl

Dec 2

ORD8:34 amChicago O'Hare Intl

2h 35m

VPS11:09 amValparaiso Destin-Ft Walton Beach

$386

American Airlines

Nov 24

VPS4:40 pmValparaiso Destin-Ft Walton Beach

7h 19m

1 stop

ORD11:59 pmChicago O'Hare Intl

Dec 2

ORD8:34 amChicago O'Hare Intl

2h 35m

VPS11:09 amValparaiso Destin-Ft Walton Beach

$396

American Airlines

Feb 13

VPS12:14 pmValparaiso Destin-Ft Walton Beach

2h 42m

ORD2:56 pmChicago O'Hare Intl

Feb 16

ORD9:14 amChicago O'Hare Intl

2h 30m

VPS11:44 amValparaiso Destin-Ft Walton Beach

$415

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/16

6:12 pm-8:30 pm

Nonstop2h 18m

Chicago Midway

Mon 10/26

6:44 pm-8:55 pm

Nonstop2h 11m

$92

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/2

6:16 pm-8:34 pm

Nonstop2h 18m

Chicago Midway

Mon 10/5

9:02 pm-11:13 pm

Nonstop2h 11m

$108

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/23

6:07 pm-8:25 pm

Nonstop2h 18m

Chicago Midway

Mon 10/26

6:44 pm-8:55 pm

Nonstop2h 11m

$111

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/2

6:16 pm-8:34 pm

Nonstop2h 18m

Chicago Midway

Mon 10/5

12:56 pm-7:09 pm

1 stop6h 13m

$216

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/2

6:16 pm-8:34 pm

Nonstop2h 18m

Chicago Midway

Mon 10/5

6:25 am-8:17 pm

2 stops13h 52m

$262

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/2

6:16 pm-8:34 pm

Nonstop2h 18m

Chicago Midway

Sun 10/4

6:46 pm-8:17 pm

2 stops25h 31m

$267

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/23

12:00 pm-11:43 pm

2 stops35h 43m

Chicago Midway

Mon 10/26

6:44 pm-8:55 pm

Nonstop2h 11m

$300

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - ORD Chicago O'Hare Intl

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 11/24

11:44 am-2:39 pm

Nonstop2h 55m

Chicago O'Hare Intl

Wed 12/2

8:34 am-11:09 am

Nonstop2h 35m

$386

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - ORD Chicago O'Hare Intl

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 12/9

11:46 am-2:35 pm

Nonstop2h 49m

Chicago O'Hare Intl

Sat 12/12

8:27 am-10:52 am

Nonstop2h 25m

$386

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - ORD Chicago O'Hare Intl

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 11/24

11:44 am-2:39 pm

Nonstop2h 55m

Chicago O'Hare Intl

Tue 12/1

8:34 am-11:10 am

Nonstop2h 36m

$386

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Valparaiso, Florida 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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Valparaiso, Florida, with most prices found around $139. If you’re not able to fly to Chicago in October, then February is your next best option. Flight prices from Valparaiso, Florida to Chicago during February average around $149.

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 $433. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Valparaiso, Florida to Chicago for around $611.

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 Valparaiso, Florida to Chicago during this time can be as low as $144. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $534.

What is the cheapest Valparaiso Destin-Ft Walton Beach to Chicago flight route?

Fly from Valparaiso Destin-Ft Walton Beach to Chicago Midway for the best Valparaiso Destin-Ft Walton Beach - Chicago flight prices

What cabin class options are available on Valparaiso, Florida to Chicago flights?

There are 3 cabin classes available to choose from on Valparaiso, Florida to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Valparaiso, Florida to Chicago flights?

No. A direct flight is the cheapest option for a flight between Valparaiso, Florida to Chicago.

How have Valparaiso, Florida to Chicago flight prices changed over time?

When to book flights from Valparaiso, Florida to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Valparaiso, Florida to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Valparaiso, Florida to Chicago (VPS to CHI) flight deals and tips

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

Best Price Found	$70
Fastest flight time	2h 18m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Valparaiso, Florida in the past 72 hours is $70. The best round-trip flight deal from Valparaiso, Florida to Chicago found on momondo in the last 72 hours is $92.

The fastest flight from Valparaiso, Florida to Chicago takes 2h 18m

Direct flights go from Valparaiso, Florida to Chicago every day.

There are 3 airports in Chicago. From Valparaiso, Florida there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Valparaiso, Florida to Chicago

How far is Valparaiso Destin-Ft Walton Beach to Chicago by plane?
Valparaiso Destin-Ft Walton Beach and Chicago are 787.3 mi apart from one another. Flights usually cover this in 2h 18m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago?
Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago are updated daily.
How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago?
As of August 2026, there are 2 operators available to choose from for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago.
How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Valparaiso Destin-Ft Walton Beach Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Valparaiso, Florida to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Valparaiso, Florida to Chicago is Embraer 175 (26.67% of total bookings). The next most popular plane models are Airbus A320-100/200 (26.67%), Airbus A319 (11.67%), and Boeing 737-700 (8.33%).
What is the most popular airline from Valparaiso, Florida to Chicago?
momondo data reveals that the most frequently booked airline on the route from Valparaiso, Florida to Chicago is American Airlines, representing 62% of all bookings. The subsequent popular airline is Allegiant Air at 38%.

Best airlines flying from Valparaiso, Florida to Chicago

Compare and see reviews for airlines that fly from Valparaiso, Florida to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Allegiant Air	PriceFrom $86	Free Cancellation	Rating 7.3 675 reviews		Search Allegiant Air flights
American Airlines	PriceFrom $295	Free Cancellation	Rating 7.1 11,982 reviews		Search American Airlines flights

American Airlines Flights From Valparaiso, Florida to Chicago
The lowest priced American Airlines flight from Valparaiso, Florida to Chicago from the last 72 hours was $295. Generally, American Airlines has 7 flights on this route every week with an average price of $467. American Airlines is rated 7.1/10 by our users.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Porter

Crown Point

Griffith

Saint John

Why use momondo?

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

Finding the right flight to Chicago from Valparaiso is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Chicago from Valparaiso with this policy.

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

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

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

Yes momondo offers price alerts on flights to Chicago from Valparaiso. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Cheap flights from Valparaiso, Florida to Chicago from $70

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Valparaiso, Florida to Chicago departing on 11/16. 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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Delta flights from Valparaiso, Florida to Chicago

Our best Delta deals on Valparaiso, Florida to Chicago flight tickets

American Airlines flights from Valparaiso, Florida to Chicago

Our best American Airlines deals on Valparaiso, Florida to Chicago flight tickets

momondo Fare Finder

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Valparaiso, Florida to Chicago

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Valparaiso Destin-Ft Walton Beach to Chicago flight route?

What cabin class options are available on Valparaiso, Florida to Chicago flights?

Can stopping save me money on Valparaiso, Florida to Chicago flights?

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