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Cheap flights from Chesapeake, VA to Chicago (CHI) from $60

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 9/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
RIC — CHI
Jun 7 — Jun 141
From?
To?
Fri 6/7
Fri 6/14
1 adult, Economy
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The best prices from Chesapeake to Chicago are usually found in October or March, booked 49 days in advance, depart on a Sunday or Wednesday and return on a Tuesday

Cheap flight deals from Chesapeake to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Chesapeake (C6E) 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 2, 2024.

Popular in

June

Cheapest in

October

Round-trip from

$222

One-way from

$139
High demand for flights, 16% potential price rise
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Best time to find cheap flights, 13% potential price drop
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From Chesapeake to Chicago (CHI)
Search Deals
One-way flight from Chesapeake to Chicago (CHI)
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How far in advance should I book a flight from Chesapeake to Chicago?

Users have found that booking a flight from Chesapeake to Chicago at least 50 days early can save you up to 257% on average compared to booking a flight this week. If booking 50 days before your flight isn’t an option for you, users have found flights from Chesapeake to Chicago for as little as $439 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $500 for flights departing within the next 3 days.

What is the cheapest month to fly from Chesapeake to Chicago?

October can be a great time to fly to Chicago from Chesapeake with a flight ticket averaging about $339. Cheapflights users have found deals in the month of October for as cheap as $168. The most expensive prices can be found in the month of June.

What is the cheapest time of day to fly from C6E to CHI?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Chicago as you normally would.

Cheap American Airlines flights from Chesapeake to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Chesapeake and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Check out some of the cheapest American Airlines flights we've come across from Chesapeake to Chicago. Make sure to double check the flight details before booking.
Sat 8/317:30 amORF - ORD
Nonstop2h 24mAmerican Airlines
Sat 9/78:35 amORD - ORF
Nonstop2h 13mAmerican Airlines
Deal found 6/1$267
Thu 7/47:30 amORF - ORD
Nonstop2h 23mAmerican Airlines
Mon 7/86:25 pmORD - ORF
Nonstop2h 25mAmerican Airlines
Deal found 6/1$297
Tue 7/97:30 amORF - ORD
Nonstop2h 23mAmerican Airlines
Tue 7/232:48 pmORD - ORF
1 stop6h 59mAmerican Airlines
Deal found 6/1$301
Wed 6/267:30 amORF - ORD
Nonstop2h 23mAmerican Airlines
Wed 7/36:20 pmORD - ORF
Nonstop2h 18mAmerican Airlines
Deal found 6/1$303
Wed 6/265:54 amORF - ORD
1 stop7h 21mAmerican Airlines
Wed 7/36:20 pmORD - ORF
Nonstop2h 18mAmerican Airlines
Deal found 6/1$305
Tue 7/28:12 pmORF - ORD
1 stop4h 46mAmerican Airlines
Mon 7/86:25 pmORD - ORF
Nonstop2h 25mAmerican Airlines
Deal found 6/1$307
Wed 7/177:30 amORF - ORD
Nonstop2h 23mAmerican Airlines
Mon 7/296:25 pmORD - ORF
Nonstop2h 25mAmerican Airlines
Deal found 6/2$323
Tue 7/27:30 amORF - ORD
Nonstop2h 23mAmerican Airlines
Mon 7/86:25 pmORD - ORF
Nonstop2h 25mAmerican Airlines
Deal found 6/1$335
Wed 7/107:30 amORF - ORD
Nonstop2h 23mAmerican Airlines
Mon 7/156:25 pmORD - ORF
Nonstop2h 25mAmerican Airlines
Deal found 6/1$344

Cheap Spirit Airlines flights from Chesapeake to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between Chesapeake and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Take a gander at the lowest prices we've found on Spirit Airlines flights from Chesapeake to Chicago. Deals are refreshing constantly so come back soon for more options.
Sat 8/246:45 amORF - ORD
1 stop10h 12mSpirit Airlines
Tue 8/278:30 amORD - ORF
1 stop6h 15mSpirit Airlines
Deal found 6/1$111
Wed 6/267:28 pmORF - ORD
1 stop23h 12mSpirit Airlines
Wed 7/35:45 pmORD - ORF
1 stop25h 07mSpirit Airlines
Deal found 6/1$155
Tue 7/99:16 amORF - ORD
1 stop8h 12mSpirit Airlines
Mon 7/1512:28 pmORD - ORF
1 stop6h 19mSpirit Airlines
Deal found 6/1$158
Tue 7/29:16 amORF - ORD
1 stop9h 24mSpirit Airlines
Mon 7/86:40 pmORD - ORF
1 stop12h 51mSpirit Airlines
Deal found 6/1$160
Mon 6/2411:55 amORF - ORD
1 stop21h 29mSpirit Airlines
Wed 6/265:05 amORD - ORF
1 stop12h 33mSpirit Airlines
Deal found 6/1$167
Mon 6/248:32 pmORF - ORD
3 stops25h 15mSpirit Airlines
Wed 6/265:05 amORD - ORF
1 stop12h 33mSpirit Airlines
Deal found 6/1$173
Tue 7/99:16 amORF - ORD
1 stop8h 12mSpirit Airlines
Tue 7/235:00 amORD - ORF
1 stop8h 58mSpirit Airlines
Deal found 6/1$174
Sat 6/223:36 pmORF - ORD
1 stop17h 48mSpirit Airlines
Mon 6/246:40 pmORD - ORF
1 stop12h 51mSpirit Airlines
Deal found 6/1$176
Mon 6/248:32 pmORF - ORD
2 stops25h 15mSpirit Airlines
Wed 6/265:05 amORD - ORF
1 stop12h 33mSpirit Airlines
Deal found 6/1$179

Cheap Chesapeake to Chicago flights in June & July 2024

Find cheap flight options from Chesapeake to Chicago specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,810,401 searches. Prices were last updated on June 2, 2024.
Listed are some of the best fares we've found on flights departing from Chesapeake to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 6/267:28 pmORF - ORD
1 stop23h 12mSpirit Airlines
Wed 7/35:45 pmORD - ORF
1 stop25h 07mSpirit Airlines
Deal found 6/1$155
Mon 6/2411:55 amORF - ORD
1 stop21h 29mSpirit Airlines
Wed 6/265:05 amORD - ORF
1 stop12h 33mSpirit Airlines
Deal found 6/1$167
Mon 6/248:32 pmORF - ORD
3 stops25h 15mSpirit Airlines
Wed 6/265:05 amORD - ORF
1 stop12h 33mSpirit Airlines
Deal found 6/1$173
Sat 6/223:36 pmORF - ORD
1 stop17h 48mSpirit Airlines
Mon 6/246:40 pmORD - ORF
1 stop12h 51mSpirit Airlines
Deal found 6/1$176
Mon 6/248:32 pmORF - ORD
2 stops25h 15mSpirit Airlines
Wed 6/265:05 amORD - ORF
1 stop12h 33mSpirit Airlines
Deal found 6/1$179
Wed 6/1210:31 amORF - ORD
1 stop22h 53mSpirit Airlines
Wed 6/264:32 pmORD - ORF
1 stop26h 20mSpirit Airlines
Deal found 6/1$181
Wed 6/267:28 pmORF - ORD
1 stop15h 33mSpirit Airlines
Fri 6/286:40 pmORD - ORF
1 stop15h 05mSpirit Airlines
Deal found 6/1$185
Fri 6/212:37 pmORF - ORD
1 stop18h 47mSpirit Airlines
Mon 6/246:40 pmORD - ORF
1 stop12h 51mSpirit Airlines
Deal found 6/1$187
Mon 6/1711:55 amORF - ORD
1 stop21h 29mSpirit Airlines
Sat 6/228:39 pmORD - ORF
1 stop21h 08mSpirit Airlines
Deal found 5/31$188

Chesapeake to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Chesapeake and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Listed are some of the best fares we've found on flights departing from Chesapeake to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Sat 8/246:45 amORF - ORD
1 stop10h 12mSpirit Airlines
Tue 8/278:30 amORD - ORF
1 stop6h 15mSpirit Airlines
Deal found 6/1$111
Wed 6/267:28 pmORF - ORD
1 stop23h 12mSpirit Airlines
Wed 7/35:45 pmORD - ORF
1 stop25h 07mSpirit Airlines
Deal found 6/1$155
Tue 7/99:16 amORF - ORD
1 stop8h 12mSpirit Airlines
Mon 7/1512:28 pmORD - ORF
1 stop6h 19mSpirit Airlines
Deal found 6/1$158
Tue 7/29:16 amORF - ORD
1 stop9h 24mSpirit Airlines
Mon 7/86:40 pmORD - ORF
1 stop12h 51mSpirit Airlines
Deal found 6/1$160
Tue 7/99:16 amORF - ORD
1 stop8h 12mSpirit Airlines
Mon 7/157:30 pmORD - ORF
1 stop18h 28mSpirit Airlines
Deal found 6/2$164
Wed 7/179:22 pmORF - ORD
1 stop12h 52mMultiple Airlines
Wed 7/245:30 amORD - ORF
1 stop9h 51mMultiple Airlines
Deal found 6/1$165
Mon 6/2411:55 amORF - ORD
1 stop21h 29mSpirit Airlines
Wed 6/265:05 amORD - ORF
1 stop12h 33mSpirit Airlines
Deal found 6/1$167
Mon 6/248:32 pmORF - ORD
3 stops25h 15mSpirit Airlines
Wed 6/265:05 amORD - ORF
1 stop12h 33mSpirit Airlines
Deal found 6/1$173
Tue 7/99:16 amORF - ORD
1 stop8h 12mSpirit Airlines
Tue 7/235:00 amORD - ORF
1 stop8h 58mSpirit Airlines
Deal found 6/1$174

Non-stop flights to Chicago from Chesapeake

Discover non-stop flight options from Chesapeake to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
For a shorter flight, select one of these non-stop flights from Chesapeake to Chicago. Users seeking other options on flights from Chesapeake to Chicago should update the search form at the top of the page.
Sat 8/317:30 amORF - ORD
Nonstop2h 24mAmerican Airlines
Sat 9/78:35 amORD - ORF
Nonstop2h 13mAmerican Airlines
Deal found 6/1$267
Wed 7/106:20 amORF - ORD
Nonstop2h 22mUnited Airlines
Wed 7/249:05 amORD - ORF
Nonstop2h 18mUnited Airlines
Deal found 6/1$291
Sat 8/247:30 amORF - ORD
Nonstop2h 24mAmerican Airlines
Tue 8/275:15 pmORD - ORF
Nonstop2h 16mAmerican Airlines
Deal found 6/1$293
Thu 7/47:30 amORF - ORD
Nonstop2h 23mAmerican Airlines
Mon 7/86:25 pmORD - ORF
Nonstop2h 25mAmerican Airlines
Deal found 6/1$297
Wed 6/267:30 amORF - ORD
Nonstop2h 23mAmerican Airlines
Wed 7/36:20 pmORD - ORF
Nonstop2h 18mAmerican Airlines
Deal found 6/1$303
Sat 8/317:30 amORF - ORD
Nonstop2h 24mAmerican Airlines
Mon 9/98:35 amORD - ORF
Nonstop2h 13mAmerican Airlines
Deal found 6/1$305
Thu 9/2612:18 pmORF - ORD
Nonstop2h 21mAmerican Airlines
Mon 9/306:35 pmORD - ORF
Nonstop2h 22mAmerican Airlines
Deal found 6/1$315
Wed 7/177:30 amORF - ORD
Nonstop2h 23mAmerican Airlines
Mon 7/296:25 pmORD - ORF
Nonstop2h 25mAmerican Airlines
Deal found 6/2$323
Sat 8/247:30 amORF - ORD
Nonstop2h 24mAmerican Airlines
Sun 8/257:16 pmORD - ORF
Nonstop2h 26mAmerican Airlines
Deal found 6/1$325

Chesapeake to Chicago flights leaving soon

Find last-minute flight options from Chesapeake to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Book one of these great deals on flights from Chesapeake to Chicago. Users should be sure to double check the price, date, and time of their last-minute flight.
Wed 6/1210:31 amORF - ORD
1 stop22h 53mSpirit Airlines
Wed 6/264:32 pmORD - ORF
1 stop26h 20mSpirit Airlines
Deal found 6/1$181
Wed 6/1210:31 amORF - ORD
1 stop22h 53mSpirit Airlines
Wed 6/266:16 pmORD - ORF
2 stops24h 36mSpirit Airlines
Deal found 6/1$204
Tue 6/119:16 amORF - ORD
1 stop9h 24mMultiple Airlines
Fri 6/145:01 amORD - ORF
1 stop5h 38mMultiple Airlines
Deal found 6/1$247
Wed 6/1210:31 amORF - ORD
3 stops30h 57mSpirit Airlines
Wed 6/265:05 amORD - ORF
1 stop12h 33mSpirit Airlines
Deal found 6/1$250
Tue 6/119:16 amORF - ORD
3 stops24h 08mSpirit Airlines
Fri 6/147:05 amORD - ORF
2 stops26h 40mSpirit Airlines
Deal found 6/1$251
Tue 6/119:16 amORF - ORD
3 stops24h 08mSpirit Airlines
Fri 6/149:37 pmORD - ORF
3 stops21h 20mSpirit Airlines
Deal found 6/1$258
Sat 6/83:36 pmORF - ORD
1 stop17h 48mSpirit Airlines
Mon 6/106:40 pmORD - ORF
1 stop12h 51mSpirit Airlines
Deal found 6/1$260
Wed 6/1210:31 amORF - ORD
3 stops30h 57mSpirit Airlines
Wed 6/266:16 pmORD - ORF
2 stops24h 36mSpirit Airlines
Deal found 6/1$264
Tue 6/119:58 amORF - ORD
2 stops11h 22mMultiple Airlines
Fri 6/146:40 pmORD - ORF
1 stop15h 05mMultiple Airlines
Deal found 6/1$266

One-way flights to Chicago from Chesapeake

Search for one-way flight options from Chesapeake to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Take a look at some of the one-way flights we've detected from Chesapeake to Chicago. Users can also find round-trip Chesapeake to Chicago flights by using the search form above.
Sat 9/77:00 amORF - ORD
1 stop11h 27mSpirit Airlines
Deal found 6/1$60
Tue 7/99:16 amORF - ORD
1 stop9h 24mSpirit Airlines
Deal found 6/1$74
Tue 6/259:16 amORF - ORD
1 stop25h 45mSpirit Airlines
Deal found 6/1$77
Sat 6/293:36 pmORF - ORD
1 stop17h 48mSpirit Airlines
Deal found 6/1$84
Sat 9/77:00 amORF - ORD
2 stops12h 26mSpirit Airlines
Deal found 6/1$89
Tue 6/259:16 amORF - ORD
3 stops29h 24mSpirit Airlines
Deal found 6/1$102
Tue 7/910:24 amORF - ORD
2 stops12h 34mSpirit Airlines
Deal found 6/1$103
Sun 6/912:20 pmORF - MDW
1 stop24h 40mFrontier
Deal found 6/2$108
Tue 6/259:16 amORF - ORD
2 stops24h 58mSpirit Airlines
Deal found 6/1$108

Find flights from Chesapeake to Chicago within your budget

Customize your flight search to find flights from Chesapeake 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 2,810,401 searches. Data last updated June 2, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$111 - $310

Route

Depart

Return

Price

NorfolkChicago O'Hare Intl

ORF - ORD

ORFORD

Norfolk

Sat 8/24

1 stop10h 12m

Chicago O'Hare Intl

Tue 8/27

1 stop6h 15m

$111

NorfolkChicago O'Hare Intl

ORF - ORD

ORFORD

Norfolk

Wed 6/26

1 stop23h 12m

Chicago O'Hare Intl

Wed 7/3

1 stop25h 07m

$155

NorfolkChicago O'Hare Intl

ORF - ORD

ORFORD

Norfolk

Tue 7/9

1 stop8h 12m

Chicago O'Hare Intl

Mon 7/15

1 stop6h 19m

$158

NorfolkChicago O'Hare Intl

ORF - ORD

ORFORD

Norfolk

Tue 7/2

1 stop9h 24m

Chicago O'Hare Intl

Mon 7/8

1 stop12h 51m

$160

NorfolkChicago O'Hare Intl

ORF - ORD

ORFORD

Norfolk

Wed 7/17

1 stop12h 52m

Chicago O'Hare Intl

Wed 7/24

1 stop9h 51m

$165

NorfolkChicago Midway

ORF - MDW

ORFMDW

Norfolk

Tue 7/16

1 stop17h 57m

Chicago Midway

Sat 7/20

1 stop18h 34m

$208

NorfolkChicago O'Hare Intl

ORF - ORD

ORFORD

Norfolk

Sat 8/31

Nonstop2h 24m

Chicago O'Hare Intl

Sat 9/7

Nonstop2h 13m

$267

NorfolkChicago O'Hare Intl

ORF - ORD

ORFORD

Norfolk

Wed 7/10

Nonstop2h 22m

Chicago O'Hare Intl

Wed 7/24

Nonstop2h 18m

$291

NorfolkChicago Midway

ORF - MDW

ORFMDW

Norfolk

Tue 7/9

1 stop4h 34m

Chicago Midway

Tue 7/23

1 stop7h 07m

$310

Flights are sorted by cheapest first

Deals found on 6/1

How far ahead should I book a flight from Chesapeake to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Chicago. Price data was last updated on May 31, 2024.
To ensure you get the cheapest price possible for a flight from Chesapeake to Chicago, you should look to book at least 49 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

What is the cheapest day to fly from Chesapeake to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Chicago. Price data was last updated on May 26, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chesapeake to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Chesapeake to Chicago

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

Temperature and rainfall in Chicago by month

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

CHI

Temperature

23 - 73.4 °F

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 2, 2024.
Get a feel of what it's like to fly with American Airlines, Spirit Airlines and United Airlines from Chesapeake to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,410 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,410 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Allegiant Air
7.5
Good
999 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,755 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,260 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Spirit Airlines
6.4
Okay
8,602 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Chesapeake to Chicago for under $200 on Cheapflights?

    Yes, there are multiple flights from Chesapeake to Chicago for under $200. The cheapest flight booked recently is on Spirit Airlines for just $111, but on average you can expect to pay $175.

  • Are there nonstop flights from Chesapeake to Chicago for under $300 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chesapeake to Chicago under $300. A good price for a nonstop flight from Chesapeake to Chicago is less than $331.

  • Are there last-minute flights available from Chesapeake to Chicago for under $200?

    There are currently 20+ open flights from Chesapeake to Chicago within the next 7 days for less than $200.

  • What days are nonstop flights available from Chesapeake to Chicago?

    Days when nonstop flights are available for this flight are: Sunday.

  • How many flights depart from Chesapeake to Chicago on average per day?

    On average 3 flights depart from Chesapeake to Chicago per day.
    Morning (6am - Noon) - 100% of flight departures

  • How long is the flight from Chesapeake to Chicago?

    Spirit Airlines and Frontier can get you from Chesapeake to Chicago in just under 10h 12m. Your travel time can differ by up to 7h 45m. There are 644 mi between Chesapeake and Chicago. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Chesapeake to Chicago one-way?

    $60 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and American Airlines, with prices starting from $108 and $146, respectively.

  • What are the most popular routes from Chesapeake to Chicago?

    When deciding which route to take from Chesapeake to Chicago consider Norfolk - Chicago O'Hare Intl, Norfolk - Chicago Midway or Norfolk - Chicago Greater Rockford as they are the most popular.

  • What are the most reliable airlines from Chesapeake to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chesapeake to Chicago on time: Scandinavian Airlines (100%), Japan Airlines (92%), ANA (91%).

  • What are the cheapest flights from Chesapeake to Chicago?

    Looking for the cheapest flight from Chesapeake to Chicago? While on average our users pay $1,828, our data indicates the cheapest price to be $143. The most popular route (Norfolk - Chicago O'Hare Intl), is priced around $112.

  • What does RIC to ORD mean?

    Richmond Byrd Intl Airport is RIC and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Chesapeake to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Chesapeake to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chesapeake to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chesapeake to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

  • How can I find direct flights from Chesapeake to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Chesapeake 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.

  • Can I find deals for flights from Chesapeake to Chicago that allow pets onboard?

    Many airlines flying from Chesapeake to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chesapeake to Chicago?

    Yes, you can often find last-minute deals on Chesapeake to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chesapeake to Chicago flight deals updated?

    The Chesapeake to Chicago flight deals you see on this page were last updated on 6/2.

  • What are the most popular airlines that fly from Chesapeake to Chicago?

    The most popular airlines flying from Chesapeake to Chicago are American Airlines, Delta and Spirit Airlines. Something to consider prior to booking your flight.

  • What is the cheapest month to book a flight from Chesapeake to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Chesapeake to Chicago (average of $244). Flying from Chesapeake to Chicago in June is currently the most expensive (average of $326). 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.

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Alternative routes for Chesapeake to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top 4 airlines flying from Chesapeake to Chicago

Discover the top 4 airlines that operate flights from Chesapeake 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 2,810,401 searches. Data last updated June 2, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$103Average$212FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$173Average$362FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$175Average$377FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$194Average$407FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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Search flights from Chesapeake to Chicago by cabin class

Find flights from Chesapeake to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Chesapeake to Chicago

Find hourly flight availability from Chesapeake 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 2, 2024.
40%of flight departuresEarly morningMidnight to 6 am
30%of flight departuresMorning6 am to noon
29%of flight departuresAfternoonNoon to 6 pm
1%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chesapeake to Chicago

Explore weekly flight availability from Chesapeake to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 2, 2024.
Sunday6daily flights
Monday15daily flights
Tuesday14daily flights
Wednesday14daily flights
Thursday14daily flights
Friday11daily flights
Saturday10daily flights

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How does Cheapflights help users find flights from Chesapeake to Chicago?

When you search for this flight from Chesapeake to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Chesapeake to Chicago?

Cheapflights helps you find that perfect flight to Chicago from Chesapeake by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Chesapeake to Chicago with no change fees?

Yes, we can. To see specific flights from Chesapeake to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chesapeake to Chicago become cheaper?

Yes, Cheapflights offers price alerts on Chesapeake to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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