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Cheap flights from Oakland, California to Chicago from $54

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oakland, California to Chicago departing on 7/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags
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Tue 7/16
Tue 7/23

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Easily compare round-trip flights from Oakland, California to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Oakland, California to Chicago by changing tabs
Spirit Airlines
Aug 21
OAK6:05 amOakland
10h 43m
1 stop
ORD6:48 pmChicago O'Hare Intl
Aug 26
ORD9:45 pmChicago O'Hare Intl
15h 26m
1 stop
OAK11:11 amOakland
Multiple Airlines
Jul 24
OAK5:30 amOakland
7h 20m
1 stop
RFD2:50 pmChicago Greater Rockford
Jul 31
RFD3:10 pmChicago Greater Rockford
9h 51m
1 stop
OAK11:01 pmOakland
Delta
Aug 23
OAK10:54 pmOakland
8h 44m
1 stop
MDW9:38 amChicago Midway
Aug 27
MDW9:25 amChicago Midway
8h 42m
2 stops
OAK4:07 pmOakland
Spirit Airlines
Aug 24
OAK12:01 pmOakland
17h 16m
1 stop
ORD7:17 amChicago O'Hare Intl
Aug 26
ORD9:45 pmChicago O'Hare Intl
15h 26m
1 stop
OAK11:11 amOakland
Spirit Airlines
Sep 9
OAK11:25 amOakland
11h 03m
1 stop
ORD12:28 amChicago O'Hare Intl
Sep 12
ORD9:59 pmChicago O'Hare Intl
14h 34m
1 stop
OAK10:33 amOakland
Spirit Airlines
Sep 12
OAK11:25 amOakland
11h 03m
1 stop
ORD12:28 amChicago O'Hare Intl
Sep 17
ORD9:59 pmChicago O'Hare Intl
14h 34m
1 stop
OAK10:33 amOakland

Find the cheapest one-way flights from Oakland, California to Chicago

If you're looking for one-way flights from Oakland, California to Chicago, view some of our deals below provided by Delta, Southwest and Spirit Airlines
Spirit Airlines
Jul 25
OAK9:32 pmOakland
6h 56m
1 stop
ORD6:28 amChicago O'Hare Intl
Multiple Airlines
Aug 7
OAK5:30 amOakland
7h 20m
1 stop
RFD2:50 pmChicago Greater Rockford
Delta
Aug 23
OAK10:54 pmOakland
8h 44m
1 stop
MDW9:38 amChicago Midway

Search last-minute flights to Chicago from Oakland, California

Find and compare round-trip flight prices for your last-minute flight from Oakland, California to Chicago
Spirit Airlines
Jul 25
OAK9:32 pmOakland
6h 56m
1 stop
ORD6:28 amChicago O'Hare Intl
Aug 2
ORD6:19 pmChicago O'Hare Intl
8h 14m
1 stop
OAK12:33 amOakland
Multiple Airlines
Jul 17
OAK5:30 amOakland
7h 20m
1 stop
RFD2:50 pmChicago Greater Rockford
Jul 24
RFD3:40 pmChicago Greater Rockford
9h 21m
1 stop
OAK11:01 pmOakland
Delta
Jul 25
OAK5:00 pmOakland
12h 30m
2 stops
ORD7:30 amChicago O'Hare Intl
Jul 26
ORD3:50 pmChicago O'Hare Intl
10h 01m
2 stops
OAK11:51 pmOakland
Spirit Airlines
Jul 24
OAK6:30 pmOakland
9h 36m
1 stop
ORD6:06 amChicago O'Hare Intl
Jul 30
ORD9:49 amChicago O'Hare Intl
13h 26m
1 stop
OAK9:15 pmOakland
Spirit Airlines
Jul 25
OAK7:52 pmOakland
8h 36m
2 stops
ORD6:28 amChicago O'Hare Intl
Aug 2
ORD6:19 pmChicago O'Hare Intl
7h 13m
1 stop
OAK11:32 pmOakland
Spirit Airlines
Jul 24
OAK5:30 amOakland
22h 36m
2 stops
ORD6:06 amChicago O'Hare Intl
Jul 31
ORD7:01 amChicago O'Hare Intl
18h 05m
2 stops
OAK11:06 pmOakland

Spirit Airlines flights from Oakland, California to Chicago

Our best Spirit Airlines deals on Oakland, California to Chicago flight tickets
Spirit Airlines
Aug 21
OAK6:05 amOakland
10h 43m
1 stop
ORD6:48 pmChicago O'Hare Intl
Aug 26
ORD9:45 pmChicago O'Hare Intl
15h 26m
1 stop
OAK11:11 amOakland
Spirit Airlines
Aug 24
OAK12:01 pmOakland
17h 16m
1 stop
ORD7:17 amChicago O'Hare Intl
Aug 26
ORD9:45 pmChicago O'Hare Intl
15h 26m
1 stop
OAK11:11 amOakland
Spirit Airlines
Sep 9
OAK11:25 amOakland
11h 03m
1 stop
ORD12:28 amChicago O'Hare Intl
Sep 12
ORD9:59 pmChicago O'Hare Intl
14h 34m
1 stop
OAK10:33 amOakland

Delta flights from Oakland, California to Chicago

Our best Delta deals on Oakland, California to Chicago flight tickets
Delta
Aug 23
OAK10:54 pmOakland
8h 44m
1 stop
MDW9:38 amChicago Midway
Aug 27
MDW9:25 amChicago Midway
8h 42m
2 stops
OAK4:07 pmOakland
Delta
Aug 27
OAK6:00 amOakland
9h 25m
2 stops
MDW5:25 pmChicago Midway
Aug 29
MDW1:24 pmChicago Midway
12h 27m
2 stops
OAK11:51 pmOakland
Delta
Sep 20
OAK10:55 pmOakland
8h 53m
1 stop
MDW9:48 amChicago Midway
Sep 28
MDW9:32 amChicago Midway
8h 36m
2 stops
OAK4:08 pmOakland

How to get the cheapest flight ticket from Oakland, California 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 month to fly from Oakland, California to Chicago?

April. The cheapest time of year to fly to Chicago from Oakland, California is April. Most expensive is June

What is the cheapest day to depart Oakland, California for Chicago?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Tuesday

When is the cheapest time to fly from Oakland, California to Chicago?

In the afternoon. Oakland, California to Chicago flights are approximately 44% more expensive in the evening than in the afternoon

What is the cheapest airline that flies to Chicago from Oakland, California?

Frontier. Frontier, Spirit Airlines, and Delta are the most popular carriers operating from Oakland, California to Chicago

What is the cheapest Oakland, California to Chicago flight route?

Oakland - Chicago O'Hare Intl. Fly from Oakland to Chicago O'Hare Intl for the best Oakland, California - Chicago flight prices

How far in advance should you book Oakland, California to Chicago flights?

8 days before. The cheapest time to buy a flight from Oakland, California to Chicago is approximately 8 days to departure

How many flights depart from Oakland, California to Chicago on average per day?

7 flights are operational weekly from Oakland, California to Chicago as of July 2024. The most popular departure time for this route is 4:00AM, with 40% of flights per day taking off in the afternoon.

How many flights depart from Oakland, California to Chicago on average per week?

As of July 2024, 52 flights take off from Oakland, California and land in Chicago each week. The most common flight departure day for this route is Monday, with 19% of weekly flights taking off on this day.

How have Oakland, California to Chicago flight prices changed over time?

As of July 2024, prices for Oakland, California to Chicago flights are approximately 17% cheaper when compared to flights at the same time last year.

Cheap Oakland, California to Chicago (OAK to CHI) flight deals and tips

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

Best Price Found

$54

Fastest flight time

4h 00m

Direct flights

Fri

Airports in Chicago

3 airports
The best one-way flight to Chicago from Oakland, California in the past 72 hours is $54. The best round-trip flight deal from Oakland, California to Chicago found on momondo in the last 72 hours is $145.
The fastest flight from Oakland, California to Chicago takes 4h 00m
Direct flights go from Oakland, California to Chicago on Friday. The only airline offering direct flights is Southwest.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Greater Rockford (RFD), Chicago Midway (MDW)

  • How far is Oakland to Chicago by plane?

    The distance between Oakland and Chicago is about 1845.3 mi. Typically, this will take 6h 31m by plane in normal conditions.

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

    Prices for flights from Oakland Airport to Chicago are updated daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Oakland Airport to Chicago.

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

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.


Best airlines flying from Oakland, California to Chicago

Compare and see reviews for airlines that fly from Oakland, California to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $77Free CancellationRating
6.2
3,868 reviews
Search Frontier flights
American AirlinesPriceFrom $153Free CancellationRating
7.3
10,000 reviews
Search American Airlines flights
Spirit AirlinesPriceFrom $162Free CancellationRating
6.3
8,440 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $163Free CancellationRating
7.4
10,000 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $188Free CancellationRating
8.0
9,367 reviews
Search Alaska Airlines flights
DeltaPriceFrom $236Free CancellationRating
8.0
9,842 reviews
Search Delta flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Oakland.

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

momondo does allow users to show only those flights to Chicago from Oakland which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Oakland.

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

If you are not ready to book a flight from Oakland 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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From?
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Tue 7/16
Tue 7/23
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Find better results for your trip to the United States

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