$40 Cheap flight deals from Daytona Beach (DAB) to Chicago (CHI)

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This Weekend's Flight Deals from Daytona Beach to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Sep 28 - Mon, Sep 29
MCO
Orlando Intl.
MDW
Midway Intl.
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Sep 28 from Orlando Intl. to Midway Intl., returning Mon, Sep 29, priced at $162 found 2 days ago
Fri, Sep 26 - Sun, Sep 28
MCO
Orlando Intl.
ORD
O'Hare Intl.
$184 Roundtrip, just found
$184
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Sep 26 from Orlando Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $184 just found
Sun, Sep 28 - Mon, Sep 29
JAX
Jacksonville Intl.
MDW
Midway Intl.
$388 Roundtrip, found 7 hours ago
$388
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sun, Sep 28 from Jacksonville Intl. to Midway Intl., returning Mon, Sep 29, priced at $388 found 7 hours ago
Fri, Sep 26 - Sun, Sep 28
JAX
Jacksonville Intl.
ORD
O'Hare Intl.
$529 Roundtrip, found 1 hour ago
$529
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Fri, Sep 26 from Jacksonville Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $529 found 1 hour ago

Airfares from $40 One Way, $52 Round Trip from Daytona Beach to Chicago

Prices starting at $52 for return flights and $40 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 11 - Sat, Oct 18
MCO
Orlando
MDW
Chicago
$52 Roundtrip, found 5 days ago
$52
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Oct 11 from Orlando to Chicago, returning Sat, Oct 18, priced at $52 found 5 days ago
Fri, Dec 5 - Sun, Dec 7
MCO
Orlando
ORD
Chicago
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Dec 5 from Orlando to Chicago, returning Sun, Dec 7, priced at $80 just found
Fri, Dec 5 - Sun, Dec 7
MCO
Orlando
ORD
Chicago
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Dec 5 from Orlando to Chicago, returning Sun, Dec 7, priced at $80 just found
Mon, Oct 27 - Thu, Oct 30
JAX
Jacksonville
MDW
Chicago
$154 Roundtrip, just found
$154
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 27 from Jacksonville to Chicago, returning Thu, Oct 30, priced at $154 just found
Thu, Nov 13 - Sun, Nov 16
JAX
Jacksonville
ORD
Chicago
$154 Roundtrip, found 4 hours ago
$154
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Jacksonville to Chicago, returning Sun, Nov 16, priced at $154 found 4 hours ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
3.5-star property

Hilton Grand Vacations Club Chicago Magnificent Mile

9.2/10 Wonderful! (291 reviews)

Oct 25 - Oct 27

2 night stay

Orlando (MCO) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $523, price is now $387 per person
$387
per person
found 1 day ago
close to everything we will be staying here again on our next vacation to Chicago

Reviewed on Aug 31, 2024

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,716 reviews)

Nov 7 - Nov 9

2 night stay

Jacksonville (JAX) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $923, price is now $640 per person
$640
per person
found 18 hours ago
Every employee makes every guest feel like a rockstar. Commitment to quality and guest experience is evident.

Reviewed on Sep 14, 2025

Art Villa
5.0-star property

Art Villa

10/10 Exceptional! (2 reviews)

Nov 7 - Nov 9

2 night stay

Orlando (MCO) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,090, price is now $838 per person
$838
per person
found 19 hours ago
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More About Flying To Chicago from Daytona Beach

Route Information for Flights from Daytona Beach to Chicago

Origin Airport IATA Code
DAB
Destination Airport IATA Code
CHI
Distance
1006 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Emirates, Copa Airlines, Swiss, Air New Zealand, United Airlines, Alaska Airlines, Cathay Pacific, Southwest Airlines, Royal Jordanian, Iberia, ANA, Brussels Airlines, Lufthansa, Spirit Airlines, British Airways
Earliest Flight Arrival
9:10PM UTC
Latest Flight Arrival
1:58AM UTC

Daytona Beach to Chicago

It can be tedious to sift through pages of Internet search results to find those bargain fares on flights from Daytona Beach to Chicago and hotels, but at Orbitz, everything you need is in one place. Our guaranteed low prices on Daytona Beach to Chicago flights mean we are a leader when it comes to giving you great online deals on air fare and hotels.

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Unbeatable low fare flights from Daytona Beach to Chicago

Domestic or international travel presents no obstacles to us. We give you unbeatable bargains on flights from Daytona Beach to Chicago. Enjoy huge savings on your flight, which can be better used elsewhere on your trip.

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Orbitz means low-cost trip-planning made easy

Low-cost Daytona Beach to Chicago flights can be booked with total confidence through Orbitz every time. We also make it very easy to cancel flights or other travel arrangements online should you need to. You can also add activities and car rentals to your flight or hotel reservation for a hassle-free trip.

Frequently asked questions

Are there non-stop flights from Daytona Beach to Chicago?
There are 5 airlines that fly nonstop from Orlando Intl. Airport to ORD. Find just what you need with one of these top-rated carriers:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Southwest Airlines
  • Frontier Airlines

What is the shortest flight from Daytona Beach to Chicago?
If conditions are good and there are no delays, you could be jetting into Chicago, IL (MDW-Midway Intl.) from JAX in only 2 hours and 50 minutes. With such a speedy flight time, consider bringing just carry-on luggage.
What airlines fly from Daytona Beach to Chicago most frequently?
Feed your wanderlust and jet off with one of the following carriers that offer the most frequent flights from Daytona Beach to Chicago: United Airlines - (UA) with 143 flights every month American Airlines - (AA) with 112 flights every month Spirit Airlines - (NK) with 60 flights every month Southwest Airlines - (WN) with 39 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.